Under 500k

MLS Number 5093182

• Land
• Address 1190 Long Hill Road
• Acreage 11.58
• Area VT-Windsor
• PricePerSqFt 34455.96

Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road - surrounded by rolling countryside, woodland trails, and some of the area's most distinguished estates - the property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet country living. Whether envisioned as a weekend escape, hunting camp, minimalist homestead, or future building site, the land is the true centerpiece. Mature woods, natural clearings, and serene surroundings create a setting that feels worlds away while remaining just minutes from the villages of South Woodstock and Woodstock. The area is known for its equestrian estates, scenic drives, hiking, and classic Vermont charm. The existing residence offers approximately 536 square feet of living space and sits privately on a gently sloping parcel with ample room to expand, garden, recreate, or build anew. A rare opportunity to own acreage in one of Vermont's most sought-after rural settings.

Listed by Tara Reeves of Vermont Real Estate Company

MLS Number 5093181

• Mobile
• Area VT-Windsor
• Listing Agent Name Tara Reeves
• Address 1190 Long Hill Road
• Year Built 2021

Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road - surrounded by rolling countryside, woodland trails, and some of the area's most distinguished estates - the property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet country living. Whether envisioned as a weekend escape, hunting camp, minimalist homestead, or future building site, the land is the true centerpiece. Mature woods, natural clearings, and serene surroundings create a setting that feels worlds away while remaining just minutes from the villages of South Woodstock and Woodstock. The area is known for its equestrian estates, scenic drives, hiking, and classic Vermont charm. The existing residence offers approximately 536 square feet of living space and sits privately on a gently sloping parcel with ample room to expand, garden, recreate, or build anew. A rare opportunity to own acreage in one of Vermont's most sought-after rural settings.

Listed by Tara Reeves of Vermont Real Estate Company

MLS Number 5085292

• Residential Single Family
• Full Bath 1
• Address 17 Fairwood Heights
• Construction Existing
• Bedrooms 3

Welcome to this beautifully updated home on a desirable lot in Morrisville's sought-after Fairwood Heights neighborhood. Recently refinished maple hardwood floors flow throughout most of this inviting three-bedroom, one-bath, single-level home, offering a bright and open-concept layout ideal for everyday living. The fully renovated kitchen is a standout feature, complete with quartz countertops, newer stainless steel appliances, a convenient breakfast bar, and a spacious pantry. The dining area is filled with natural light from a charming bay window, while the living room offers built-in cabinetry and picturesque views of Whiteface Mountain. The updated bathroom features a new tub/shower, vanity, lighting, and flooring, blending comfort with modern style. Fresh interior paint and new doors add a crisp, move-in-ready feel, while major system upgrades - including a newer roof, furnace, windows, foundation drainage system, and gutters - provide peace of mind. New overhead garage door. Enjoy stunning sunsets from the enclosed porch, overlooking a beautifully landscaped yard with mature flowering trees. Additional highlights include a full basement and attached garage. Ideally located just minutes from downtown Morrisville, local schools, and only 15 minutes to Stowe's world-class skiing and amenities. Outdoor recreation and local favorites like the rail trail, Black Cap Coffee, and Rock Art Brewery are all close by. One of the sellers is a licensed real estate agent.

Listed by Julie Gaboriault of Coldwell Banker Hickok and Boardman

MLS Number 5074635

• Multifamily
• Units 3
• Bathroom 5
• Acreage 2.04
• Square Feet 3,323

Well-located mixed-use investment property along the Route 7 corridor, equidistant between Middlebury and Rutland and just minutes from downtown Brandon. The main building features a street-level commercial space currently operating as a successful yoga/pilates studio (with specialized heating for hot yoga), offering excellent visibility and ample on-site parking. Residential components include a two-bedroom apartment (7 total rooms) in the main building and a detached garage with a one-bedroom studio apartment above, providing multiple income streams and flexible use options. The property offers sunset views and a peaceful setting with a cemetery across the street, while remaining conveniently close to Brandon's shops, dining, and community amenities. Ideal for investors seeking a combination of commercial and residential income in a central Vermont location or an owner-occupied property with help carrying the costs by supplementing with rental income. Maybe you're looking for a recreational get-away? A property that allows you a home-away-from-home with easy access to places like Killington/Pico, Okemo, Stowe, Rikert Touring Center or miles of paved and gravel roads nearby for biking and plenty of peaks to climb! Room and bathroom counts, as well as square footage totals on this listing are for all three units. Main Apt: 2 bedrooms (one is on main floor) and an office with a closet, 3/4 bath, full bath, kitchen, living, dining and family room. Studio: studio space, body work room, entry, changing rooms, shower stall is separate from the 1/2 bath. Garage studio apt above 2 bay heated garage: kitchen, living area, bedroom area and 3/4 bath. Rents are currently below fair market rent but the residential tenants will be moving soon so there is opportunity to increase cash flow.

Listed by Amey Ryan of IPJ Real Estate

MLS Number 5089609

• Residential Single Family
• Full Bath 1
• Address 209 County Farm Road
• Construction Existing
• Bedrooms 2

Tucked away in one of Cambridge's most desirable locations, this beautifully designed 1,500-square-foot home offers the perfect blend of privacy, comfort, and Vermont charm. Set on just under five acres along scenic Settlement Brook, the property provides a peaceful retreat with the convenience of an easy commute to Burlington and close proximity to Smugglers' Notch Resort for year-round recreation. Inside, the home features two spacious bedrooms plus a dedicated office, ideal for remote work or guest overflow, along with 1.5 baths. The open-concept floor plan creates an inviting atmosphere, highlighted by soaring vaulted ceilings, expansive windows, and an abundance of natural light throughout. The living, dining, and kitchen areas flow seamlessly together, making the space perfect for both everyday living and entertaining. Step outside to enjoy the expansive yard, mature surroundings, and the calming sounds of the brook nearby. A walkout basement offers excellent storage, workshop potential, or future finished living space. Whether you're looking for a primary residence or a Vermont getaway close to skiing, hiking, and outdoor adventure, this exceptional property delivers space, serenity, and convenience in an unbeatable Cambridge setting.

Listed by Giles Wagoner of Flex Realty

MLS Number 5096985

• Residential Single Family
• Full Bath 1
• Address 23 Spring Street
• Construction Existing
• Bedrooms 4

Opportunity is knocking at 23 Spring Street! Situated on a beautiful ½-acre lot on one of the area's most desirable streets, this charming property offers endless possibilities for homeowners, investors, or those looking to offset their mortgage with rental income. Currently used as a spacious single-family home, this property was previously configured as a two-unit and could easily be converted back with minimal interior modifications. Live comfortably in one unit while renting the other to help pay your mortgage, build equity, or create a multigenerational living arrangement. The possibilities don't stop there. The oversized detached garage offers tremendous potential for storage, a workshop, hobby space, or future conversion (buyer to verify all approvals with the municipality). Whether you're looking for additional income potential or simply need extra space, this property provides options that are hard to find. The home is full of character and charm, featuring a welcoming covered front porch, large sun-filled windows that fill the home with natural light, and a metal roof for added peace of mind. Outside, the expansive yard provides plenty of room for gardens, outdoor entertaining, pets, or simply enjoying Vermont's beautiful seasons. It's the kind of neighborhood where you'll love taking evening walks, riding bikes, and creating lasting memories. This home is ready for its next chapter. Whether you're searching for a forever family home, an income-producing property, or an investment with room to grow, 23 Spring Street offers a rare combination of flexibility, location, and opportunity. Bring your vision and make this special property your own

Listed by Shannon Kane of CENTURY 21 North East

MLS Number 5091291

• Residential Single Family
• Full Bath 1
• Address 200 Riverdale Road
• Construction Existing
• Bedrooms 3

This classic Federal-style brick home blends historic character with thoughtful modern updates, offering a lifestyle that feels both grounded and effortlessly comfortable. Set on a dead-end road, the property enjoys the rare balance of peaceful country living and everyday convenience, all within moments of the local store, hospital, pharmacy, bank, and neighboring homes. Inside, you will be welcomed with warmth, timeless craftsmanship, and inviting living spaces designed for both gathering and everyday ease. The gracious foyer is anchored by the original staircase with its elegant handrail and simple period balusters. At the same time, the fanlight transom above the front door adds a distinctive architectural detail reflective of the home's Federal heritage. The formal living room centers on a decorative fireplace. Separately, there is a den for less formal times and could be used as a formal dining room, while the eat-in farmhouse kitchen offers the kind of relaxed space where mornings begin slowly, and guests naturally linger. An enclosed three-season sunporch provides a peaceful retreat to enjoy changing seasons, pastoral surroundings, and evening dinners. The flexible floor plan includes a main-level bedroom, bath, and laundry room, along with an exterior handicap ramp for added accessibility and convenience. A practical mudroom connects daily life to the home's historic elegance with ease. Outside, the property continues to impress with an attached car barn, a substantial detached barn with a loft and workshop area ideal for equipment, hobbies, or recreational storage, plus an additional separate workshop building offering even more versatility for craftspeople, collectors, or outdoor enthusiasts. Rich with heritage yet comfortably updated for modern living, this home invites you to settle in, slow down, and enjoy the enduring beauty and understated sophistication of Vermont country life. Be sure to enjoy the video for a quick preview!

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

MLS Number 5093736

• Residential Single Family
• Full Bath 1
• Address 119 Pearl Street
• Construction Existing
• Bedrooms 3

Step inside this beautifully renovated 3-bedroom, 2.5-bathroom home that perfectly blends modern elegance with classic features. The heart of the home is the chef's kitchen; featuring striking red birch cabinets, a tile backsplash and exquisite Boo's butcher block countertops with a very impressive island that takes center stage. Formal living and dining rooms provide elegant spaces for special occasions, while the cozy bonus room is ideal for unwinding or a home workspace. Two staircases add both convenience and character and lead you to the bedrooms with striking views, oversized closets, and a full & half bathroom. The 2-car garage hosts potential upstairs living space, additional storage, or flexible use according to your needs. To finish it off, you'll love the spacious, private, backyard and enjoy serene outdoor living on the large back deck-the perfect spot for relaxation and entertaining!

Listed by Max Walker of Watson Realty & Associates

MLS Number 5097111

• Residential Single Family
• Full Bath 2
• Address 1736 Grime Road
• Construction Existing
• Bedrooms 2

Experience the charm of Vermont in this custom-built home where rustic meets everyday comfort. Nestled in a peaceful setting on 3.77 acres surrounded by nature, this thoughtfully designed home offers warmth, privacy, and exceptional flexibility. Inside, soaring vaulted ceilings, rich wood finishes, and oversized windows create an inviting atmosphere filled with natural light. The open-concept layout is ideal for entertaining, featuring a spacious kitchen with stainless steel appliances, abundant cabinetry, generous counter space, and breakfast bar seating that seamlessly connects to the dining and living areas. The versatile floor plan offers comfortable bedrooms, well-appointed baths, and plenty of room to gather with family and friends. A standout feature is the finished lower level, complete with its own kitchenette and private exterior entrance, creating excellent potential for a guest suite, in-law apartment, multigenerational living, home business, or possible duplex conversion. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this home offers endless possibilities. Relax and enjoy the peaceful surroundings while remaining within easy reach of Vermont's year-round recreation, including hiking, skiing, snowmobiling, lakes, and charming local towns. If you've been searching for a home that offers timeless craftsmanship, flexible living space, and the beauty of Vermont, this property is one you won't want to miss.

Listed by Tiffany Howard of Badger Peabody & Smith Realty/Littleton

MLS Number 5088217

• Commercial
• Address 5 Gore Road
• Year Built 1860
• Square Feet 3,738
• Acreage 0.28

Endless possibilities await in this unique mixed-use investment property, formerly home to the well-known “Paws for Thought” veterinary offices. Offering a flexible layout and exceptional potential, the first floor is thoughtfully designed to accommodate two separate businesses with private entrances and individual reception areas-ideal for professional offices, retail, service businesses, restaurant, wellness studios, or boutique commercial space. Prefer residential use? Convert the first floor into additional living space, creating even more opportunity for income or owner occupancy. A welcoming covered front porch entrance adds charm and curb appeal, while the expansive interior offers room to grow, create, and customize to fit your vision. The first floor also features large heated storage space along with additional cold storage/garage space complete with an oversized overhead door, perfect for loading, workshop use, equipment storage, or business operations. Upstairs, two spacious 2-bedroom apartments provide strong income potential and help offset expenses from day one. Whether you are an investor seeking multiple revenue streams, an entrepreneur looking for live/work flexibility, or someone searching for a property with future redevelopment potential, this property delivers versatility. Commercial, residential, retail, office, rental income-this property truly offers so much room and so many opportunities!

Listed by Keri Lombardi-Poquette of Poquette Realty