Homes between $300,000 - $500,000

Scroll down to view all homes between $300k - $500k for sale in Southern Vermont listed below. Contact us if you have questions or would like to schedule a showing.

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135 Grove Street Rutland City VT 05701

Rutland City, VT135 Grove Street

Price$500,000

Est. Mortgage: $/month

MLS Number 4949712

  • Multifamily
  • Units 23
  • Bathroom 4
  • Acreage 0.31
  • Square Feet 4,900

This is the perfect opportunity for you! Historic Rooming House with 23 bedrooms, 2 common Kitchens - 1 per floor and 7 common Bathrooms, make this a truly unique find! Rooms are primarily rented on a monthly basis and include; twin bed, dresser and small refrigerator. Brand new 330 gal oil tank and recently installed hot water heater (approx. 1-2 yrs old). Owner provides heat, electric, cable, hot water, trash and snow removal. Located conveniently in downtown Rutland City and close to shopping, restaurants and more!! Don't miss out on this one of a kind income potential!!

Listed by RE/MAX Four Seasons

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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14 Old Ridge Road Winhall VT 05340

Winhall, VT14 Old Ridge Road

Price$500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4950401

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1

Highly desirable location in the High Meadow neighborhood with big Stratton views. Views of Bromley across the valley from this lot. Four bedroom, four bathroom home is on the parcel, and is being sold as-is. The home is ready for a full overhaul, or build a new home sited on this spectacular lot. Located on the municipal water and sewer, and the Stratton skier shuttle bus route.

Listed by Christiane Carroccio of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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G32 Trailside Village Way Dover VT 05356

Dover, VTG32 Trailside Village Way

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4950148

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,120

One of a kind opportunity to be trailside at Mount Snow. One of only a few vaulted 2 bedroom units in the trailside Seasons community. This one is special in that it also has an additional loft space for overflow sleeping or entertainment, making it a 2 bedroom, 2 bath, plus loft. Enjoy the large vaulted living space with stone floor to ceiling wood burning fireplace, entry mudroom area with cubbies, open kitchen with breakfast bar, soapstone counters, and custom cabinets and lighting, southern exposure for great natural light, and direct ski trail access. Each unit has a ground floor ski locker to stow your gear, and then you are at the top of the building meaning no units above you, cutting down on noise. There is also a nice deck for enjoying the Vermont scenery, laundry in the unit, and dual suites with upscale updated baths great for privacy with guests. The heating system has been updated recently for more efficiency and longer lasting warm showers after a day on the slopes. The ski trail is directly adjacent to this building for true ski-in/ski-out access and you also get use of the newly updated amenities building with indoor and outdoor pools, full gym, separate owner and tenant hot tub areas, locker rooms, basketball court, wood and trash, and on site management company allowing for downtime, not upkeep. Note that this sale is contingent on the successful close of the Sellers' replacement property already under contract.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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Old Tavern Road Weston VT 05161

Weston, VTOld Tavern Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4952390

  • Land
  • Acreage 53.6
  • Utilities Phone
  • Zoning Res

At the intersection of Dale Road and Marsh Hill Road is the un-improved end of Old Tavern Road in Weston, VT. Located at the town line of Weston and Andover, the 53.6 acres are in Weston. An 8-lot subdivision has been permitted by the Town of Weston, known as 'Glen Rock Estates'. Lots range from 5.64 acres to 8.70 acres. This land is approved for 8 lots, with a final plat recorded with the Town of Weston. Each lot is approved for a proposed 4-bedroom single-family home. Ready for a builder to add much-needed inventory to the market, or for your new home in Weston. The neighborhood consists of beautiful homes and is close to skiing at Okemo, Stratton, and Magic. Come drive Dale/Old Tavern/Marsh Hill Roads and you will see and feel the peacefully quiet magic that is Vermont. Wastewater System and Potable Water Supply Permit number: WW-2-3060 Stormwater discharge permit number: 6094-9015

Listed by Christiane Carroccio of TPW Real Estate

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%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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125 Chiselville Road Sunderland VT 05250

Sunderland, VT125 Chiselville Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4955205

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.62

As you drive under the Chiselville Covered Bridge, you're transported back to the mid-1800's and seconds away from the 8.6 acre property that was once part of a small village known for its Chiselworks and manufacture of Douglass Chisels. The house, with 4 bedrooms and 4 baths was built in 1880 and the property includes a detached 2 car garage with additional carport in the rear, a detached shop with storage of additional parking space which could also be turned into a fantastic accessory dwelling unit. Both buildings have side sheds for additional covered storage. Back at the house, enjoy a first floor primary bedroom with bath and two covered porches, one of which connects to an above-ground pool with adjacent hot tub. Just inside from the porch on the first floor there's a full bath with deep soaking tub, perfect after a swim or enjoying the hot tub. Off the kitchen you'll love the screened-in 3 season porch. The grounds include several outbuildings and fenced areas perfect for keeping chicken, goats and sheep. Equestrians will find there's space for several horses. Pathways lead through the berry patch and wooded part of this oasis in Sunderland. Parcel includes 0.6 acres in Arlington VT. All measurements approximate

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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2027 Hampshire Hollow Road Poultney VT 05764

MLS Number 4954560

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3
  • Acreage 10.1

Desirable location near the VAST trail system!! This lovely salt box style home was built with exquisite details throughout. The finished bonus rooms in the attic add to the endless possibilities that this home offers. The open meadow AND endless wooded portions of this property provide multiple opportunities for recreation and is ready for you to build your dreams. This property is also available with the home on 95.74 acres OR the land alone 85.64 acres. Schedule a showing today!!

Listed by Nancy Liberatore of Realty One Group Lakes & Homes

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%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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15 Haymaker Lane Wilmington VT 05363
Active With Contract

MLS Number 4934495

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,760

Powderhorn Village located at the base of The Hermitage Club at Haystack Mountain, within minutes to Mount Snow, quaint village of Wilmington, Lake Whitingham, Haystack Golf Course, and direct access to hiking and snowmobile trails. This unit is located on the second floor that features amazing panoramic views looking east to distant mountain ridgelines, gorgeous in every season! Spacious mud-room entry, open floor plan with vaulted ceilings, woodburning fireplace, kitchen with gas range, two bedrooms each with private bath and balcony, utility/laundry room with full size washer and dryer, ski locker on ground level and direct entry carport. Association dues include; plowing, walk-way shoveling, firewood, trash, landscaping and yearly chimney cleaning. This is a very well kept unit which hasn't been rented in the past 20 years. Being sold furnished.

Listed by Monique White of Deerfield Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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12 Common Street Chester VT 05143

Chester, VT12 Common Street

Price$495,000

Est. Mortgage: $/month

MLS Number 4929151

  • Multifamily
  • Units 3
  • Bathroom 2
  • Acreage 0.25
  • Square Feet 4,060

Located at the head of the Village Green, it has been home to many successful businesses! The beautiful post and beam interior is warm and inviting. Enjoy the high foot and vehicle traffic in a very desirable area which has long benefitted owners and their businesses. There are 3 units with much potential! The first being the business store front, second is a space in the back which could easily be turned into a rental with a kitchen and separate bathroom, the third is a second floor 2 bedroom 1 bathroom with much potential! Along with the many benefits of this properties location comes parking right on the Green. Some recent updates are the back portion on the building has a new roof and solar was added to the whole building recently as well. Owner may consider owner financing.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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12 Common Street Chester VT 05143

MLS Number 4928621

  • Commercial
  • Year Built 1820
  • Square Feet 4,060
  • Acreage 0.25

Located at the head of the Village Green, it has been home to many successful businesses! The beautiful post and beam interior is warm and inviting. Enjoy the high foot and vehicle traffic in a very desirable area which has long benefitted owners and their businesses. There are 3 units with much potential! The first being the business store front, second is a space in the back which could easily be turned into a rental with a kitchen and separate bathroom, the third is a second floor 2 bedroom 1 bathroom with much potential! Along with the many benefits of this properties location comes parking right on the Green. Some recent updates are the back portion on the building has a new roof and solar was added recently as well. Owner may consider owner financing.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1950 North Main Street Londonderry VT 05148

MLS Number 4945622

  • Multifamily
  • Units 3
  • Acreage 0.75
  • Square Feet 3,551
  • Utilities Other

This is a unique, one of a kind, versatile, "blank canvas" opportunity. This is a 3 unit multi-family full time property now.. but, Use your imagination, create your vision of what this premier location could be. BOTH commercial AND residential.. this property could be a fabulous restaurant with rivers edge al fresco dining, or...a potential location for a new store or food franchise.. or art gallery.. or live here in one of the units and have the other units pay your mortgage and live rent free. Office space and massage therapy business in place now. The dream is yours to make as you will and this land and the 3 apartment units and 4 garages along the Utley Brook branch of the West River. 365 feet of gorgeous water front, 435 feet of Londonderry Market access with loads of parking for access to your retail dream. ALL 3 UNITS FULLY RENTED and making $$$$ There are lots of houses... but there is only ONE location and opportunity like this to create a lifestyle from whatever your vision might be. Dream it! Live it!

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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217 Northside Drive Bennington VT 05201
Active With Contract

MLS Number 4919055

  • Commercial
  • Square Feet 1,616
  • Acreage 0.43

Billy T's Northside Dairy Bar has been operated by the same family for many years. Although known to the locals as simply the dairy bar, it's a traditional gathering place for families, friends and visitors to enjoy great food and ice cream. The building has 1600 square ft. All equipment included. Great road frontage along Northside drive, one of the busiest commercial areas in Bennington County. Plenty of seating outside under the canopy or sit in the sun and enjoy the views of the Monument. This is a great opportunity for someone to work hard all summer long but take the winters off and go South.

Listed by Cassie Barbeau and Kelley McCarthy of Mahar McCarthy Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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341 Magic Circle Road Londonderry VT 05148
Pending

MLS Number 4945000

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.52

Looking for a cozy Magic Mountain retreat? This house on Magic Circle in Londonderry, Vermont is a must-see! With a new roof in 2019 and a new heating system installed in 2020, this property is ready for you to move in and make it your own. Plus, a mini split was installed in 2021, ensuring your comfort all year round. A short walk from the house is a trail to access the slopes. When you're ready to relax after a day of skiing, you can curl up in front of the wood-burning fireplace or relax on the large deck. The open kitchen, living, and dining area make it easy to entertain and spend time with loved ones. You'll love the cozy feel of the wood-burning fireplace, which is perfect for those chilly winter nights. If you're looking for a mountain getaway that's close to skiing and all the outdoor activities Vermont has to offer, this house on Magic Circle is the perfect choice. Don't miss out on the opportunity to make it your own!

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 2023 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 5, 2023 2:08 AM EDT