Anna Whiteside Woods is 265+/- acres of central Vermont forest spanning the Worcester and Middlesex town line, held by one family for generations. Downs Road defines the northern boundary, Woods Road runs along the west, and a portion of the eastern edge fronts Route 12. Streams thread the center of the parcel, feeding a small pond and cutting deep ravines through ledge in the southwest corner. Deer, moose, bears, and turkeys use this ground as a matter of routine. A well-established woods road enters near the northwest corner and runs south to the streams at the center of the property, with a second access point at the lower end of Downs Road at a former log landing. Old ski trails branch from the main road and open much of the northern two-thirds to hiking, hunting, skiing, and camping. Access to the southern acreage is rough - a feature for anyone who wants their back land to stay quiet. A current Forest Management Plan prepared in March 2026 by Larson Forestry Services documents four stands on productive Site Class II soils. Stand 2, at 190.4 acres, is the heart of the parcel: white pine, red maple, hemlock, red spruce, and sugar maple carrying 7-11 MBF per acre, with sound straight stems that responded well to a harvest 25 years ago. The 17-acre upland hardwood stand in the southwest is the standout - red maple, sugar maple, and yellow birch, 44% large sawlog, 11-13 MBF per acre, no recent cutting. Thinning is prescribed across the managed stands for 2026-2031. Enrolled in Current Use, with acreage excluded along Woods Road for future homesites. No wastewater permit; state permitting required for residential use. Recreation, timber, wildlife habitat, long-term conservation, or a homestead in the woods. Buyer to verify acreage, access and permitting. Also, separately for sale are two 5-acre buildable lots, MLS#5087836 and #5087842, along Wood Road with WW permits and designs in place which could be purchased and allow for faster permitting.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$375,000 (USD)
Worcester Area Single Family Home
Active
497 Elmore Road Worcester, VT 05682
3 Bed
1 Baths
1528 sqft
MLS# 5106967
There is a version of Vermont life people carry around in their heads for years before they find it: a house in the woods, a river running below the windows, and town still close enough to matter. This is that house. Hancock Brook spills over falls into a swimming hole that belongs to this property and no other, and the water stays in view from inside, green in July, gold in the trees by October, ice-edged and quiet by December. Southern light crosses the floors from morning through evening. The seasons turn in plain sight. This is one of the last houses before the Worcester woods and the 17,000 acres of C.C. Putnam State Forest begin. Where the trails run further than a person can go in a day. Out front, a short drive carries you to Worcester Village in 5 minutes and Montpelier in 15, work, groceries, dinner out, all of it near at hand. Inside, the updated kitchen is the heart of it: maple butcher block counters, updated appliances, and an open floor plan that pulls everyone into the same room. Three bedrooms, beautiful wood floors, windows sized for the view they hold. Metal roof, covered parking, wood stove, and propane forced-air heat. Much has been updated and will allow for years of warmth and comfort for years to come, without worry.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$349,000 (USD)
Barre City Area Single Family Home
Active
10 Kynoch Avenue Barre City, VT 05645
3 Bed
2 Baths
1608 sqft
MLS# 5105376
Some mornings you'll want to take your coffee out to the screened porch and just stay a while. The gardens come alive early here, the lawn rolls out ahead of you, and the only thing on the schedule is deciding whether to weed the beds or let the afternoon go by. It's the kind of quiet you'd expect from a country road; except you're minutes from Central Vermont Medical Center, downtown Barre, and Interstate 89. That's the rare part about this 1900 New Englander: real privacy on over an acre, paired with the convenience of the city. Inside, the 1,864-square-foot home lives comfortably with three bedrooms, including a first-floor bedroom and first-floor laundry that make single-level living a practical option. The bedrooms are generously sized and updated, with excellent closet and storage space throughout. A spacious eat-in kitchen with island opens to the dining area, and a private deck, garden space, and attached one-car garage round out the package. Set on 1.17 acres made up of several lots, there's genuine value here beyond the house itself, keep the full acreage for gardening, room to roam, and privacy, or explore selling or developing the additional building lots down the road. Buyer to verify development potential with the City of Barre.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$549,000 (USD)
Orange Area Single Family Home
Active
68 Melissa Lane Orange, VT 05649
0 Bed
0 Baths
0 sqft
MLS# 5102578
175 acres in the mountains of Orange, VT - a rare offering for anyone dreaming of a mountain camp, working sugarbush, or private retreat far enough from the crowds but close enough to keep living the good life. The land is laced with miles of trails winding through mature woods, all accessible by four-wheel-drive vehicles or side-by-side, opening the full reach of the property for recreation, sugaring, or simply exploring your own backyard wilderness. At its heart is a fully operational sugarbush with an established sap house and miles of tap lines already in place to continue the sugaring tradition yourself or lease the operation to a producer. This is a genuine, productive stand of mature maples, the kind that takes generations to grow. Infrastructure is ready for your vision: 200 amps of power, a drilled well, a poured concrete pad, and a 30'x 40' building with a full loft above. With some good old-fashioned New England know-how, the sap house could be converted into a residence, the bones are here and the setting is unbeatable. A major plus for the buyer with vision: the Town of Orange has NO ZONING, offering exceptional flexibility to shape the property around your goals. The property is enrolled in Current Use, keeping the tax burden low, and a forest management plan is available for review; a real head start for anyone continuing to steward this working landscape. Come explore the land and dream up your options - family camp, homestead, hunting retreat, working farm, or a place to simply disappear into the mountains. Whatever you have in mind, this property gives you the room and the raw material to build it. Note: property would require a wastewater permit, as none currently exists; buyers should perform due diligence regarding permitting and intended use.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$549,000 (USD)
Orange Area Land
Active
68 Melissa Lane Orange, VT 05649
Bed
0 Baths
sqft
MLS# 5102585
175+/- acres of active sugarbush - a rare opportunity to own a productive, income-generating sugaring operation on 175+/- acres of beautiful Vermont woodland. This active and mature sugarbush runs over 7,000 taps into a beautifully maintained 30' x 40' sap house, 1,200 sq. ft., plus a 320 sq. ft. storage loft. Tucked away for privacy and quiet, the property offers the seclusion Vermont buyers dream of, yet remains conveniently accessible, with everyday amenities and nearby towns just a short drive away. You get the best of both: a peaceful retreat that never feels remote. Enrolled in Current Use, this is a genuinely productive sugarbush that generates significant annual income. Work it yourself, or lease the trees to established sugar producers and wholesale the sap and production. Infrastructure is already in place: 200-amp power and a drilled well on-site. Trails run throughout the property, offering access for sugaring, recreation, and hunting. Purchase the land and structures and create your own vision - a woodland retreat, homestead, or private getaway with the bones already established. Or purchase the equipment and acquire the entire operation, and step into a turnkey income stream in year one, with taps, sap house, and infrastructure ready to produce. Whether you're an experienced producer, an investor seeking a working asset, or a buyer drawn to the independence of Vermont land, 68 Melissa Lane delivers scale, income potential, and possibility. Serious sugaring. Real income. 175 acres of Vermont opportunity.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$250,000 (USD)
Plainfield Area Single Family Home
Active
3814 East Hill Road Plainfield, VT 05667-9617
3 Bed
0 Baths
0 sqft
MLS# 5099182
Every one of us carries a dream of a place where imagination is free to grow. Sometimes it's the land, sometimes it's the building, and every once in a while, it's both. Tucked along East Hill in Plainfield, this little dream-come-true offers dark night skies scattered with stars, expansive views that stretch the soul, and a rare blend of yesterday's character with today's comforts. A little bit of the past, a little bit of the new, and a whole lot of possibility. The current owners began this dream with love and care, but life carried them in another direction before it could be fully realized. Stand on the hillside, take in the view, breath in the air and, and maybe, just maybe, you'll see it too; the wildflowers swaying in the meadow, the sun warm on your face, the quiet promise of a life built your way. The hard work has been done. What remains are open spaces waiting for your own aesthetic, your own story, your own dream. Come see where it takes you. Professionally rebuilt timber-frame barn using locally sourced lumber from Fontane's sawmill, designed to last 100 years with input from a Yestermorrow architect and local builders. Approx. 1100 sq. ft. living space with master loft, second bedroom/office, and high-ceiling kitchen/dining with Marvin windows, transoms, and panoramic south/west views. Attached 1000 sq. ft. insulated workshop/studio with original barn door entry and new vestibule for additional living space. High-efficiency build (R60 roof, R28 walls, natural materials), polished concrete radiant slab, Pacific Energy wood stove, new metal roof, hemlock sheathing, and 2023 shiplap siding. Original features preserved: pocket door, hand-hewn ladder, exposed framing, hay trolley. New well, electrical, plumbing, water filtration (2023); bathroom plumbed for curbless shower plus antique tub. Lumber and insulation on site ready for the new owner's finishing touches.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$369,000 (USD)
Barre City Area Single Family Home
Pending
26 Jacques Street Barre City, VT 05641-5319
3 Bed
1 Baths
1988 sqft
MLS# 5096102
Rare finds don't stay on the market long, and 26 Jacques Street is exactly that. Completely renovated from top to bottom, this immaculate property offers stunning views, modern systems throughout, and the kind of versatile space that's nearly impossible to find. Pour your morning coffee and head out onto the brand-new deck, where the views open up, and the pace of life slows down. Inside, the home is clean, bright, and move-in ready. New and restored flooring flows through every room, fresh interior paint gives a crisp, polished feel, and the updated bathroom and kitchen, with new tile, add a touch of luxury to everyday living. Every major system has been replaced so you can settle in with total confidence. A new roof, new plumbing, a new heating system, and a newly installed mini-split provide efficient heating and cooling year-round. Fresh exterior paint ties it all together and gives this home serious curb appeal. Running a business from home? This property is set up for it! Clean, professional, and completely turn-key for a salon or other home-based business. And for the hobbyist, craftsman, or anyone who needs serious space, the oversized 3-bay garage offers excellent flexibility. Whether it's a workshop, a project headquarters, or storage for all your equipment, this garage handles it all. Schedule your showing before someone else does.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$420,000 (USD)
Montpelier Area Single Family Home
Pending
7 Charles Street Montpelier, VT 05602
5 Bed
2 Baths
2432 sqft
MLS# 5091669
This house was built on a strong foundation, and with it, you can set roots and build your financial future. Well-maintained and thoughtfully cared for, this two-unit property offers both stability and flexibility in an ideal location just moments from the College Green, Hunger Mountain Food Co-op, and the Bike Path. Enjoy the ease of a convenient and connected neighborhood while staying close to the growing energy and activity of downtown. Live comfortably in one unit while generating income from the other, or create a welcoming multi-generational living arrangement that balances privacy with togetherness. The layout naturally supports a variety of living styles, making it as practical as it is inviting. Daily life here is defined by convenience and community - morning visits to the Co-op, bike rides along scenic paths, and evenings spent exploring local shops, dining, and events. A great neighborhood and vibrant yet relaxed setting make this more than just a place to live. With its solid construction, careful maintenance, and enduring appeal, this property is ready to serve its next owner well for years to come - offering not just a home, but a smart investment in lifestyle and long-term value.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$329,000 (USD)
Montpelier Area Single Family Home
Pending
93 Berlin Street Montpelier, VT 05602
3 Bed
2 Baths
1968 sqft
MLS# 5091757
Flexible, inviting, and full of potential, this two-unit property offers a rare opportunity for multi-generational living, owner-occupancy with rental income, or conversion back to a spacious single-family home. Inside, warm hardwood floors and comfortable living spaces create a welcoming feel, with room to update and make it your own over time. Mini-split systems provide efficient heating and cooling, helping keep utility costs manageable year-round. The backyard is a true oasis, offering space to relax, garden, gather, or simply enjoy a little privacy close to town. A barn provides excellent storage and workspace for projects, hobbies, tools, or outdoor gear. Conveniently located with income-generating potential, this property offers flexibility, character, and room to grow.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$139,000 (USD)
Worcester Area Land
Active
00 Wood Road Worcester, VT 05682
Bed
0 Baths
sqft
MLS# 5087835
5+/- Acre Building Lot in Anna Whiteside Woods. A rare opportunity to own one of three available 5+/- acre building lots within Anna Whiteside Woods - a 280-acre privately owned forest featuring trails, mature woods, streams, and abundant wildlife. This parcel comes with a wastewater permit in place, offering a strong head start for your future home. Located on the Class IV section of Wood Road, this property offers both accessibility and a sense of seclusion. Lot 3 is situated across from 284 Wood Road and can be found on the right-hand side. A unique chance to build in a quiet, established woodland setting with long-term privacy and natural beauty.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$139,000 (USD)
Worcester Area Land
Active
00 Wood Road Worcester, VT 05674
Bed
0 Baths
sqft
MLS# 5087842
5+/- Acre Building Lot in Anna Whiteside Woods. A rare opportunity to own one of three available 5+/- acre building lots within Anna Whiteside Woods - a 280-acre privately owned forest featuring trails, mature woods, streams, and abundant wildlife. This parcel comes with a wastewater permit in place, offering a strong head start for your future home. Located further down Wood Road, past Lots 2 and 3, Lot 4 offers both privacy and a true sense of seclusion within this established woodland setting. A unique chance to build in a quiet forested location with long-term privacy, natural beauty, and direct connection to one of the area's most special landscapes.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$139,000 (USD)
Worcester Area Land
Pending
00 Wood Road Worcester, VT 05641-9096
Bed
0 Baths
sqft
MLS# 5087822
5+/- Acre Building Lot in Anna Whiteside Woods. A rare opportunity to own the first available lot in decades within the Anna Whiteside Woods - a 280-acre privately owned forest featuring trails, mature woods, streams, and abundant wildlife. This 5+/- acre parcel comes with a wastewater permit in place, offering a strong head start for your future home. Located at the beginning of the Class IV section of Wood Road, this property offers both accessibility and a sense of seclusion. Lot 2 is situated across from 284 Wood Road and can be found on the right-hand side, clearly flagged with blue markers just after the road transitions to Class IV. A unique chance to build in a quiet, established woodland setting with long-term privacy and natural beauty.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$517,000 (USD)
Barre Town Area Single Family Home
Active
360 East Montpelier Road Barre Town, VT 05641
5 Bed
4 Baths
2422 sqft
MLS# 5081001
Seller Incentives Offered on this newly renovated this 5-bedroom farmhouse offers the rare opportunity to own a home that lives like new construction while maintaining classic character. Every major system has been replaced, including a new boiler, hot water heater, oil tank, updated electrical wiring throughout, new insulation, and a new roof-providing efficiency, reliability, and long-term peace of mind. The interior has been fully rebuilt with all new sheetrock, kitchens, and bathrooms, delivering clean, modern finishes and a functional, open layout filled with natural light. The first-floor primary suite features high ceilings, skylights, tile walk-in shower with dual vanities, and two walk-in closets. Additional bedrooms offer flexibility for guests or dedicated workspace. A finished Accessory Dwelling Unit (ADU) provides exceptional versatility ideal for multi-generational living, private in-law space, or a home-based business such as therapy, wellness, or professional office use. The space also offers strong potential for short-term rental or studio apartment income, allowing an owner-occupant to offset expenses while maintaining privacy. With all major systems replaced and no deferred maintenance, this is a true move-in ready property designed to support both comfortable living and flexible use.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$110,000 (USD)
Plainfield Area Land
Pending
1430 Middle Road Plainfield, VT 05667
Bed
0 Baths
sqft
MLS# 5067556
Stunning 5-acre parcel on scenic Middle Road in Plainfield, Vermont. Open fields, rich soil, and sweeping mountain views of the Worcester Range make this an ideal home site or small farm. With about 300 feet of road frontage and 740 feet of depth, the land transitions from sunny meadow to a peaceful wooded area home to deer and wildlife. Fertile, well-drained soils are perfect for gardens or orchards, and the gentle terrain offers easy building potential with southern exposure. Middle Road is a true gem - quiet and picturesque yet just minutes to Plainfield Village and Barre for convenient access to shops, schools, and services. Enjoy the sense of community, privacy, and natural beauty that makes this location so special. Rarely do views like this come available, come see for yourself why Middle Road is one of the most beautiful roads in Central Vermont.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman
$389,000 (USD)
Montpelier Area Single Family Home
Pending
17 Sibley Avenue Montpelier, VT 05602
4 Bed
2 Baths
3192 sqft
MLS# 5051998
This side-by-side townhouse-style duplex in Montpelier offers the perfect blend of charm, convenience, and opportunity. Just half a mile from downtown and moments from Hunger Mountain Co-op and College Hill, the location is ideal for tenants or owner-occupants alike. One unit has been recently renovated with a modern kitchen, updated bathroom, and a fresh coat of paint, making it move-in ready. Both units feature front and back porches, adding to the home's appeal and providing private outdoor space for each residence. With an excellent rental history and strong income potential, this is a great opportunity for investors or those looking to live in one unit and rent the other. A solid, well-maintained property in a prime Montpelier location - don't miss your chance to own a piece of Vermont's capital city.
Listing Courtesy of PrimeMLS / Listed By: Kevin Casey, Coldwell Banker Hickok & Boardman