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Under 500k

r=2725-2736
3 Woodbridge Lane Middlebury VT 05753

MLS Number 5103821

  • Condo
  • PricePerSqFt 160.19
  • Square Feet 1,080
  • Bedrooms 2
  • New Contruction Existing

OPPORTUNITY IS KNOCKING! With a little sweat equity, you can unlock the potential of this 2 bedroom, 2 bath condo being sold in an estate sale "As Is." The home features two generously sized bedrooms, a comfortable living room, and a kitchen with an island that overlooks the dining area and opens to the deck. A walk-in pantry, half bath down, and full bath up add convenience. The laundry room is located in the full basement which provides abundant storage and room for multiple uses. This property is an improvement project including flooring, painting, some trim work and heat (boiler not connected). The estate administrator has never occupied the property, so there is limited knowledge of the home. Located conveniently in a desirable college town, this condo is close to the local hospital, schools, shopping, dining, and other everyday conveniences. Although an improvement project, where do you find this price in Middlebury?? You can make this baby shine!!

Listed by Susan Mackey of BHHS Vermont Realty Group/Middlebury

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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176 Glen Avenue Readsboro VT 05350

Readsboro, VT176 Glen Avenue

Price$172,000

Est. Mortgage: $/month

MLS Number 5109950

  • Residential Single Family
  • PricePerSqFt 108.18
  • Full Bath 1
  • Address 176 Glen Avenue
  • Construction Existing

This classic, 1,590-square-foot, 3 bedroom, 1 bathroom home sits on a spacious 1.9-acre lot with plenty of potential, conveniently just 0.2 miles from Main Street in Readsboro. Located on a paved road, the house was built in 1880 and combines historic character with several important recent updates, including a new boiler, fresh interior paint, and the refinished wood floors throughout the inside which showcases the charm and history of the home. The first floor features an open-concept kitchen, dining, and living area that creates an inviting space for everyday living and gatherings. A first-floor bedroom and bathroom provide convenient one-level living, while a spacious bonus room and mudroom add flexibility and functionality. Upstairs, you’ll find two additional bedrooms along with a large attic space for storage. Outside, the expansive wraparound porch is ready-made for gathering or relaxing while enjoying the mountain air. The property also includes a shed and a barn for additional storage and utility. With its wood floors, slate roof, wraparound porch, barn, and convenient location near the heart of Readsboro, this classic Vermont home is ready for its next chapter. Readsboro is a great location for exploring both Vermont and Massachusetts. North Adams, Mass., and Mass MoCA are just 17 miles away, while Williamstown, Mass., and Williams College are 22 miles away, and Wilmington, Vt., is only 14 miles away. Each town is home to excellent shopping, dining, and recreational opportunities. Or simply walk to the Readsboro Inn for live music, lunch or dinner, a cocktail, or a crafted beer. Speaking of recreation, the home is close to a variety of all-season outdoor fun, such as fishing, boating, kayaking, and paddleboarding at Sherman Reservoir just 2.6 miles away or head to Sadawga Lake and Harriman Reservoir, both just 6 miles away. Whitewater rafting and kayaking in Charlemont, Mass., is approximately 15 miles away. Mount Snow is just 21 miles north.

Listed by Kim Meeker of Southern Vermont Realty Group

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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801 Red Schoolhouse Road Wheelock VT 05851
Active With Contract

MLS Number 5097747

  • Land
  • PricePerSqFt 3562.45
  • Acreage 47.72
  • Area VT-Caledonia
  • Utilities None

Nearly 48 acres of meticulously maintained recreational land where years of thoughtful stewardship have created a turn-key outdoor retreat. Five established food plots, permanent hunting blinds, tree stands, apple trees, and maintained trails extending from the front to the back of the property create an exceptional setting for hunters and outdoor enthusiasts. Deer, moose, bear, turkey, and other wildlife are frequent visitors. Direct access to both the VAST and VASA trail systems means you can leave the trailer behind and ride directly from your own property. Whether your passion is hunting, snowmobiling, ATV riding, hiking, or snowshoeing, this property offers four seasons of recreation. Tucked into a private clearing, the insulated off-grid cabin, built in 2014, offers approximately 384 square feet with an open kitchen and living area, wood stove, loft bedroom, generator wiring, metal roof, and board-and-batten siding. Relax on the front deck after a day outdoors, then settle in by the fire. Most furnishings convey, making it ready to enjoy from day one. A mix of maple, birch, spruce, and fir surrounds the cabin, while two small streams add to the natural character of the land. Located just 3/10 of a mile down a Class 4 road, the property is accessible by truck or SUV during warmer months and directly by snowmobile in winter. Enrolled in Vermont's Current Use Program. Whether you're searching for a hunting camp, recreational getaway, or a place to unplug and enjoy the Northeast Kingdom, this is a property you'll look forward to returning to season after season. Please note: Online tax maps and third-party mapping applications do not accurately depict the property boundaries in this area and may incorrectly show the camp's location. Buyers and agents should refer to the survey in the attached documents for a more accurate depiction. IMPORTANT: Do NOT follow GPS unless it routes you via South Wheelock Rd. See directions.

Listed by Erika Pierce of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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0 Winding Way Killington VT 05751

Killington, VT0 Winding Way

Price$170,000

Est. Mortgage: $/month

MLS Number 5069596

  • Land
  • PricePerSqFt 141666.67
  • Address 0 Winding Way
  • Acreage 1.2
  • Area VT-Rutland

This 1.2-acre wooded property offers a unique opportunity to build your dream ski home. Enjoy direct views of Pico and Killington after clearing trees on the gentle sloping land. Located just a short drive from New England's best ski mountains, the property is also close to Green Mountain National Golf Course and the Sherburne Trails mountain bike network. A state-approved wastewater permit for a three-bedroom residence is already in place. The current owners have completed significant land planning and can provide site design and architectural plans for a ski home to interested buyers. The topography is ideal for a walkout basement, and tree clearing will open up stunning views of both Pico and Killington ski resorts. Feel free to drive by and take a look - the property is located on the last corner of Winding Way.

Listed by Jason Saphire of www.HomeZu.com

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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00 Will Dean Road Springfield VT 05156

Springfield, VT00 Will Dean Road

Price$170,000

Est. Mortgage: $/month

MLS Number 5070262

  • Land
  • PricePerSqFt 16932.27
  • Address 00 Will Dean Road
  • Acreage 10.04
  • Area VT-Windsor

Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.

Listed by Julie Buffum of Buffum Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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801 Red Schoolhouse Road Wheelock VT 05851
Active With Contract

MLS Number 5097746

  • Residential Single Family
  • PricePerSqFt 442.71
  • Construction Existing
  • Bedrooms 1
  • Square Feet 384

If you've been searching for the kind of Vermont property that's becoming harder and harder to find, this is it. Set on 47.72 private acres just 3/10 of a mile down a Class 4 road, this meticulously maintained recreational property is ready for its next chapter. Built in 2014, the insulated off-grid cabin offers approximately 384 square feet with an open living area, kitchen, wood stove, and loft bedroom. The cabin is wired for a generator, has a durable metal roof, and most furnishings will convey, making it ready to enjoy from day one. Designed with wildlife in mind, the land has been thoughtfully improved with five established food plots, permanent hunting blinds, tree stands, apple trees, and trails extending from the front to the back of the property. Deer, moose, bear, and turkey are frequent visitors. One of the property's most unique features is direct access to both the VAST and VASA trail systems. Leave the trailer behind and ride directly from your own property. A mix of maple, birch, spruce, beech and fir surrounds the cabin, while two small streams add to the natural character of the land. Enrolled in Vermont's Current Use Program. Whether you're looking for a hunting camp, recreational retreat, or a place for generations of family and friends to gather, this is much more than just a piece of land. Please note: Online tax maps and third-party mapping applications do not accurately depict the property boundaries in this area and may incorrectly show the location of the camp in relation to property lines. Buyers and agents should refer to the survey in the attached documents for a more accurate depiction of the property. IMPORTANT: Do NOT follow GPS unless it routes you via South Wheelock Rd. GPS from other directions may route you to an impassable Class 4 road. From I-91 Exit 23, travel 6.5 mi on South Wheelock Rd. Right on Minister Hill Rd, bear left onto Red Schoolhouse Rd. Property is on the left. Look for sign.

Listed by Erika Pierce of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Mountainside Drive Warren VT 05674
Active With Contract

MLS Number 5102371

  • Commercial
  • PricePerSqFt 89.29
  • Year Built 1979
  • Square Feet 1,904
  • Area VT-Washington

Commercial opportunity in Sugarbush Village. Unit has been a property management company, rental company and currently a real estate office. Over 1900 square feet including 2 bays, entry lobby, two offices, large storage areas. Parking spaces at site. Ideally located for property management, office spaces, rentals, storage units, lockers. Use your imagination to make this your successful venture. Dont forget to ski!

Listed by Donna Cusson of KW Vermont- Mad River Valley

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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709 Bertha Springs Road Waitsfield VT 05673

MLS Number 5107121

  • Land
  • PricePerSqFt 44736.84
  • Acreage 3.8
  • Area VT-Washington
  • Zoning RR

This property is ready for your Vermont vision, with the driveway already installed and a cleared homesite prepared for construction. A State Wastewater Permit is in place for a three-bedroom home plus a one-bedroom ADU, offering flexibility for guests, rental potential, or additional living space. Enjoy peaceful end-of-the-road privacy while staying close to everything the Mad River Valley has to offer, including legendary skiing and riding, hiking, biking, snowshoeing, and cross-country skiing. The location also provides convenient access for commuting north toward Waterbury or south toward Montpelier. With key site work already complete, this parcel is ready for you to begin building your Vermont dream.

Listed by Erik Reisner of Mad River Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Mountainside Drive Warren VT 05674
Active With Contract

MLS Number 5102275

  • Condo
  • PricePerSqFt 89.29
  • Square Feet 1,904
  • New Contruction Existing
  • Complex Mountainside

Convert this unit to the spacious condo of your dreams. New zoning now allows this 1904 square foot space to be a residential unit. Plenty of parking space and ski on ski off to Sugarbush Resort Lincoln Peak. Near world class golf, hiking trails, biking, restaurants. The Mad River Valley is the place to be so come on and use your imagination to make this your home away from home.

Listed by Donna Cusson of KW Vermont- Mad River Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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160 N Main Street St. Albans City VT 05478

MLS Number 5108629

  • Condo
  • PricePerSqFt 233.52
  • Square Feet 728
  • Bedrooms 1
  • New Contruction Existing

The Stranahan House is a Civil War era mansion that combines a low-maintenance lifestyle with historic charm in the heart of St. Albans City. Once occupied by Vermont's first lieutenant governor, F. Stewart Stranahan, this stately residence has been tastefully converted into a condominium building. This second floor, one-bedroom flat features soaring 9' ceilings, hardwood flooring, wide baseboard molding, fresh paint, and windows that flood the space with natural light. The original fireplace with mantel and tile surround is now a decorative focal point to the large, open living area. The new kitchen includes stainless appliances, classic white cabinetry with modern hardware, and a tile backsplash behind the range. A bright, white aesthetic makes the updated full bath feel crisp and clean with a shiplap wall, vanity with storage, and tile bath surround. The unit also includes off-street parking for two cars, a designated storage room in the basement, and coin-operated washer and dryer in the building. An easy stroll to downtown St. Albans for coffee, shopping, restaurants, movie theater, and Taylor Park.

Listed by Carolyn Weaver of Vermont Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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0 Hog Hollow Road Moretown VT 05660

Moretown, VT0 Hog Hollow Road

Price$169,900

Est. Mortgage: $/month

MLS Number 5097318

  • Land
  • PricePerSqFt 11573.57
  • Address 0 Hog Hollow Road
  • Acreage 14.68
  • Area VT-Washington

Are you looking for a place to truly unplug and enjoy the simple pleasures of the outdoors? Escape to 14.68 beautiful acres in scenic Moretown, Vermont. Tucked away on a quiet Class 4 road, this secluded property offers the perfect balance of privacy and convenience-just minutes from Montpelier, Vermont's capital city. The property features a small rustic cabin nestled in a sunny clearing surrounded by mature trees, creating a peaceful setting to relax and unwind. The remaining acreage is wooded, offering abundant wildlife, privacy, and endless opportunities for hiking, hunting, or simply enjoying nature. Sonotubes are already in place for a larger structure, providing an excellent head start on building your dream cabin. Whether you're searching for a hunting camp, a weekend getaway, or an off-the-grid escape from the hustle and bustle, this property offers endless potential. If you've been dreaming of owning your own slice of Vermont wilderness, don't miss this opportunity to make these 14.68 secluded acres in beautiful Moretown your own.

Listed by Matt Lumsden of Matt Lumsden Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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302 Us Route 7 Pownal VT 05261

Pownal, VT302 Us Route 7

Price$169,900

Est. Mortgage: $/month

MLS Number 5088264

  • Residential Single Family
  • PricePerSqFt 200.35
  • Full Bath 1
  • Address 302 Us Route 7
  • Construction Existing

Over 3 acres, a brook and lots of woods for walking. Room for a terraced garden, tons of parking and minutes to Bennington! This 2 bedroom ranch style home has a huge eat in kitchen and a lovely big living room with lots of windows. There is a bonus sun room with laundry. Owners are using an attached shed as a chicken coop! Sweet find at this affordable price!

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 11, 2026 10:08 AM UTC