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Under 500k

r=1993-2004
253 Main Street Poultney VT 05764

MLS Number 5047496

  • Commercial
  • Address 253 Main Street
  • Year Built 1880
  • Square Feet 4,472
  • Acreage 0.11

Another great opportunity in the Main Street Business District of Poultney Village. Being only a block away from Green Mountain College makes this location perfect for filling seats at the restaurant or for providing a back up plan for the 4 rental units. That, in part, is why this building has such a great rental history. The first floor front unit is the long time home of Perry's Restaurant (1586 sq ft) and has just extended their lease once again. The back first floor unit is currently a residential unit but had also been a business office in the past (650 sq ft). The other three apartments are located on the second floor. One is a 1 bedroom 1 bath unit (650 sq ft), and the other two are 2 bedroom 1 bath units. (806 sq ft and 910 sq ft). Change is near with the possibility of a new large business moving into the GMC complex, which will only benefit the next owner. All residential units are heated by individually metered propane and the restaurant is heated by oil.

Listed by Joshua Lemieux of RE/MAX Summit

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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1441 Jerusalem Hill Rochester VT 05767

Rochester, VT1441 Jerusalem Hill

Price$250,000

Est. Mortgage: $/month

MLS Number 5084360

  • Land
  • Address 1441 Jerusalem Hill
  • Acreage 36.9
  • Area VT-Windsor
  • Utilities Propane

Set on 37± acres on the edge of Rochester's wild landscape, this property offers a rare combination of immediate usability and long-term upside. Tucked just off the road for privacy, the land unfolds as a mix of rolling terrain, mature woods, and open pockets that invite exploration, recreation, and thoughtful development. At the center of it all is a rustic camp-simple, functional, and ready to serve as a basecamp while you bring your larger vision to life. Whether you're hunting, hiking, or just looking to unplug, it delivers that authentic Vermont experience from day one. What truly sets this offering apart is the partially constructed post-and-beam home already in place. The heavy lifting has begun, giving the next owner a meaningful head start on creating a permanent residence or refined getaway. The frame stands as a canvas-solid, striking, and full of possibility-allowing you to finish the project to your exact standards and style without starting from scratch. Step beyond the property lines and into one of Central Vermont's most dynamic outdoor communities. Rochester is home to the rapidly expanding Ridgeline Outdoor Collective trail network, offering miles of thoughtfully built mountain biking and multi-use trails just minutes away. The town also plays a key role in the developing Velomont Trail-a statewide, hut-to-hut backcountry route that continues to elevate the area as a destination for endurance riders and adventure travelers. Add in close proximity to the Green Mountain National Forest, access to backcountry skiing, hiking, fishing, and several major ski areas within an easy drive, and you have four-season recreation at your doorstep.

Listed by William Brokhof of Vermont Backcountry Real Estate

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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99 Jackson Avenue Rutland City VT 05701

Rutland City, VT99 Jackson Avenue

Price$250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5092779

  • Residential Single Family
  • Full Bath 1
  • Address 99 Jackson Avenue
  • Construction Existing
  • Bedrooms 3

Charming 1964 Ranch with Hardwood Floors, Level Yard & Backyard Stream Nestled in a peaceful Vermont setting, this well-maintained 1964 ranch offers the perfect blend of comfort, character, and convenience. With 1,680 square feet of living space, this three-bedroom, one-bath home provides a spacious layout ideal for year-round living or a Vermont getaway. **technically 3 bed 2 bath per lister card, but functions as a 3 bed 1 bath. Second bath is half bath in basement. Inside, you'll find beautiful hardwood floors flowing throughout much of the home, adding warmth and timeless appeal. The generous living spaces offer plenty of room to gather, relax, and make the home your own. Step outside to enjoy the level 0.37-acre lot, perfect for gardening, outdoor entertaining, or simply soaking in the natural surroundings. A picturesque stream meanders through the backyard, creating a serene setting and a relaxing soundtrack to everyday life. Whether you're looking for your first home, downsizing, or seeking a classic Vermont property with room to enjoy the outdoors, this inviting ranch is ready to welcome its next owner.

Listed by Rachael Lange and Tucker Adirondack Lange of Lange & Lange

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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3516 Route 30 N Castleton VT 05735

Castleton, VT3516 Route 30 N

Price$250,000

Est. Mortgage: $/month

MLS Number 5095365

  • Residential Single Family
  • Full Bath 1
  • Address 3516 Route 30 N
  • Construction Existing
  • Bedrooms 2

Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an open and welcoming layout, perfect for weekend getaways or year-round enjoyment. Step outside to enjoy your morning coffee overlooking the lake, entertain guests on the deck, or simply unwind while taking in the tranquil surroundings. Conveniently located near boating, fishing, dining, and outdoor recreation, this property is an ideal escape for those seeking the beauty and serenity of lake living. Whether you're looking for a vacation retreat, investment opportunity, or charming full-time residence, this Lake Bomoseen cottage is a rare find.

Listed by Nancy Liberatore of Lakes & Homes Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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16 Overlook Drive Dover VT 05356

Dover, VT16 Overlook Drive

Price$250,000

Est. Mortgage: $/month

MLS Number 5079687

  • Land
  • Address 16 Overlook Drive
  • Acreage 7.8
  • Area VT-Windham
  • PricePerSqFt 32051.28

A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 7.8 acres of land with a home site featuring full panoramic mountain and woodland views to the north and east, including mountain views to undeveloped national forest land. This property is the largest and most private lot in The Peaks community, providing a full immersion in the woods without compromising the convenience of Greenspring's community amenities, which include an indoor pool, hot tub, gym, outdoor tennis courts, on-demand shuttle to and from Mount Snow, turnkey property management, and close proximity to Mount Snow and the Hermitage Club. There is a 29.9-acre recreational easement of private trails for hiking, ATV, snowmobiling, and an indirect connection to the VAST trails via Bluebrook Rd. that can be purchased at an additional price. Come build your dream Vermont estate on this exceptional property!

Listed by Patricia Fitzpatrick of Skihome Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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55 Powell Farm Road Sharon VT 05065

Sharon, VT55 Powell Farm Road

Price$250,000

Est. Mortgage: $/month

Pending

MLS Number 5094373

  • Residential Single Family
  • Full Bath 1
  • Address 55 Powell Farm Road
  • Construction Existing
  • Bedrooms 3

The town of Sharon has such a good appeal and so does the potential in this country home set on 2.5 acres according to the town but 3 according to the deed. The home needs work for sure but is a great equity builder for someone trying to get into a home inexpensively, live in it and is willing to do the work to increase the value of the property while residing. Or for investors, this home can surely produce a nice profit, fixed up well. The lot has frontage on Fay Brook and opening up the view from the home, yet keeping it private from the road, will only add to the lot and view appeal. Did I mention ridgeline views? PROPERTY IS BEING SOLD AS IS. Come visit at our open house on Sunday, 6/14/26 from 11 - 1pm and experience the potential

Listed by Leila Tarantelli of KW Coastal and Lakes & Mountains Realty/Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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56 Maple Street Morristown VT 05656

Morristown, VT56 Maple Street

Price$250,000

Est. Mortgage: $/month

MLS Number 5093164

  • Multifamily
  • Address 56 Maple Street
  • Units 2
  • Acreage 0.4
  • Square Feet 1,922

Prime investment opportunity in a great Morrisville location! The main house features a living room/kitchen/dining and first floor 3/4 bath, while upstairs you will find 4 bedrooms and a full bath. The screened-in porch is a welcome place to relax during the warmer months. The apartment unit features 1 bedroom and a deck located over the garage. Occupy the main house and rent the apartment for additional income! Located in the village of Morrisville, this home is near shopping, dining, schools, and a quick drive to recreation such as skiing, snowmobile trails, lakes, and hiking trails. This property would be a great addition to any investment portfolio! Property sold as-is.

Listed by Trombley & Day Group of BHHS Vermont Realty Group/Morrisville-Stowe

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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1745 Vt Route 100 Lowell VT 05847

Lowell, VT1745 Vt Route 100

Price$250,000

Est. Mortgage: $/month

MLS Number 5094996

  • Residential Single Family
  • Full Bath 1
  • Address 1745 Vt Route 100
  • Construction Existing
  • Bedrooms 2

Sweet single-level living in a 2+ acre country setting! This home currently offers two bedrooms, but the sellers are willing to convert the living area back into a third bedroom, should any potential buyers desire. The large kitchen opens onto the dining room, perfect for gathering & conversing while preparing meals. Easy & accessible living takes priority in this home, with a main level laundry and shower stall with grab bars. Storage space is no problem, with a full basement and a detached 24x37 garage with additional lean-to. You will find ample room for all of your equipment and recreational toys. The basement also has the potential to be converted into additional living space, with some partitions already in place. The mostly level 2.31+/- acres is a fantastic place to run around, play, relax, and perhaps even put your green thumb to use. The possibilities are endless in this private and open setting. Cooling off in the refreshing above-ground pool will be a real treat in the hot summer months! A chicken coop and playhouse round out the fun outdoor features of the property. The home boasts some updates, such as a newer roof, some newer windows, a newer boiler, and a 304' deep well and updated septic system. The leased solar panel system is a lovely bonus that will reduce your overall electric bill. Near the VAST and VASA trails and not far from Jay Peak Ski Resort, there are plenty of fun outdoor activities to keep you busy, while this sweet little tranquil piece of Vermont will be waiting to welcome you home at the end of a day full of adventures.

Listed by Trombley & Day Group of BHHS Vermont Realty Group/Morrisville-Stowe

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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859 Polly Hubbard Road Georgia VT 05478

Georgia, VT859 Polly Hubbard Road

Price$250,000

Est. Mortgage: $/month

MLS Number 5094415

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

Welcome to simple country living in the sought-after town of Georgia. Situated on 2 beautiful acres, this charming 2-bedroom, 1-bath home offers a peaceful setting surrounded by open space and a picturesque backyard that's perfect for relaxing, gardening, entertaining, or simply enjoying the beauty of Vermont's countryside. Inside, you'll find a comfortable and functional layout designed for easy, one-level living. Filled with natural light, the home provides a warm and inviting atmosphere while offering the simplicity and affordability many buyers are searching for. Whether you're a first-time homebuyer, looking to downsize, or seeking a quiet country retreat, this property presents a wonderful opportunity to enjoy the privacy of a rural setting while still being conveniently located within the highly desirable Georgia community. Lovingly maintained and well cared for over the years, this home reflects true pride of ownership and is ready for its next chapter. Come experience the charm, space, and tranquility this property has to offer.

Listed by Sherry Corbeil of M Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Rod And Gun Club Road Ludlow VT 05149

Ludlow, VT0 Rod And Gun Club Road

Price$250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5092869

  • Land
  • Acreage 4.51
  • Area VT-Windsor
  • Utilities None
  • PricePerSqFt 55432.37

Build your Vermont dream home on this exceptional 4.5-acre parcel located just minutes from Okemo Mountain Resort. Lot 8 features beautiful views of Okemo Mountain and a picturesque rolling field setting. This property offers the perfect blend of open space, scenery, and convenience. A state-issued 5-bedroom wastewater permit is already in place, making it easy to begin planning your mountain retreat, primary residence, or vacation getaway. The gently rolling terrain provides an ideal building site with ample room for outdoor living, gardens, and recreational enjoyment. Outdoor enthusiasts will appreciate the property's proximity to year-round recreation. Enjoy skiing and snowboarding at Okemo Mountain, hiking and mountain biking on nearby trails, golf, snowmobiling, and countless other outdoor activities. Several lakes are nearby for boating, fishing, kayaking, and swimming, while the popular Buttermilk Falls swimming hole is just a short drive away. Offering a rare combination of mountain views, open land, approved permitting, and easy access to Vermont's four-season recreation, this is an outstanding opportunity to create the home you've always envisioned. Lot 9, next door, is also available with 5.65 acres for $250,000. Visit the Okemo real estate community today.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Rod And Gun Club Road Ludlow VT 05149

Ludlow, VT00 Rod And Gun Club Road

Price$250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5092870

  • Land
  • Acreage 5.65
  • Area VT-Windsor
  • Utilities None
  • PricePerSqFt 44247.79

Build your Vermont dream home on this exceptional 5.65-acre parcel located just minutes from Okemo Mountain Resort. Lot 9 features beautiful views of Okemo Mountain and a picturesque rolling field setting. This property offers the perfect blend of open space, scenery, and convenience. A state-issued 5-bedroom wastewater permit is already in place, making it easy to begin planning your mountain retreat, primary residence, or vacation getaway. The gently rolling terrain provides an ideal building site with ample room for outdoor living, gardens, and recreational enjoyment. Outdoor enthusiasts will appreciate the property's proximity to year-round recreation. Enjoy skiing and snowboarding at Okemo Mountain, hiking and mountain biking on nearby trails, golf, snowmobiling, and countless other outdoor activities. Several lakes are nearby for boating, fishing, kayaking, and swimming, while the popular Buttermilk Falls swimming hole is just a short drive away. Offering a rare combination of mountain views, open land, approved permitting, and easy access to Vermont's four-season recreation, this is an outstanding opportunity to create the home you've always envisioned. Lot 8, next door, is also available with 4.51 acres for $250,000. Visit the Okemo real estate community today.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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556 South Main Street Brattleboro VT 05301

MLS Number 4926981

  • Multifamily
  • Units 2
  • Bathroom 2
  • Acreage 0.15
  • Square Feet 2,112

New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 June 24, 2026 3:22 AM UTC