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Under 500k

r=1-12
789 Hammond Hill Road West Windsor VT 05089
Pending

MLS Number 5076043

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

"The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home with attached 2-car garage is a personal refuge with ultimate forest immersion situated just minutes from Mt. Ascutney's world-class trails. Boasting high-end architectural features-including original wood finishes, fir/oak flooring, and three fireplaces, this home's sun-drenched interiors possess soaring cathedral ceilings and a plethora of windows that pull the forest scenery into every room. Each bedroom is a private suite with an en-suite bath. The property is ideal for an idyllic remote work lifestyle powered by high-speed fiber optic Internet. The topography is primed for a lifestyle transformation. The gently sloping lot is perfectly graded for a future multi-tiered deck or cascading entertainment area flowing seamlessly from the living room or kitchen. Imagine your private woodland backdrop as the focal point for picturesque summer hosting. Located on a scenic "private carriage road," this Vermont gem is secluded enough for total serenity, but also conveniently near the culture of Hanover and Woodstock. High-speed, high-altitude, and high-end privacy... at a moderate price.

Listed by Ross Doody of Century 21 Highview Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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Lot 1 Mountain Ridge Drive Wilmington VT 05363

MLS Number 5067332

  • Land
  • Acreage 5.05
  • Area VT-Windham
  • Utilities Cable Available
  • PricePerSqFt 99009.9

Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 5+ acres overlooking the 18th hole and mountains beyond for year round exposure. Each site has amazing views, privacy, access, with public sewer and water, protected view sheds and common land, a private entrance, and easy access to snowmobile trails, the ski resorts, nearby lakes. and country village of Wilmington.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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Lot 2 Mountain Ridge Drive Wilmington VT 05363

MLS Number 5067334

  • Land
  • Acreage 1.1
  • Area VT-Windham
  • Utilities Cable Available
  • PricePerSqFt 454545.45

Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.1 acres overlooking the fairway of the 18th hole and mountains beyond for year round exposure. Each site has amazing views, privacy, access, with public sewer and water, protected view sheds and common land, a private entrance, and easy access to snowmobile trails, the ski resorts, nearby lakes. and country village of Wilmington.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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Lot 3 Mountain Ridge Drive Wilmington VT 05363

MLS Number 5067335

  • Land
  • Acreage 1.82
  • Area VT-Windham
  • Utilities Cable Available
  • PricePerSqFt 274725.27

Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.82+ acres overlooking the 18th fairway and mountains beyond for year round exposure. Each site has amazing views, privacy, access, with public sewer and water, protected view sheds and common land, a private entrance, and easy access to snowmobile trails, the ski resorts, nearby lakes. and country village of Wilmington.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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544 Vulture Mountain Road Stockbridge VT 05772

MLS Number 5101648

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 1.2
  • Square Feet 960

Welcome to Camp Treetops, a one-of-a-kind mountaintop estate perched high above the White River Valley. This fully operating, high-performing retreat conveys COMPLETELY FURNISHED and turnkey, with panoramic mountain and White River views, total privacy, and a proven income stream already in place. At its heart is the original Sears Roebuck kit hunting cabin, beautifully renovated with warm wood interiors, an open living and dining area, a cozy wood stove, and expansive windows framing the mountains. The covered deck is built for sunrises, sunsets, and brilliant fall foliage. Two additional cabins, newly built in 2023 and 2024, are themed to the roaring 1920s and the classic 1950s, each furnished with authentic antiques for a true blast from the past. A vintage camper adds a memorable glamping stay, and a shared communal space brings guests together. The retreat has offered fresh breakfast and dinner service, and the property runs as a thriving Airbnb with strong, established revenue. Smart, low-impact engineering makes it all work. A dedicated septic design serves the main cabin, while the additional cabins are outfitted with NASA-designed bag-system toilets and outdoor showers. There is also potential room to grow: sites for two more cabins are already cleared with construction under way, maybe allowing a future owner to operate up to five cabins in total, every one capturing the same sweeping mountain and White River views. The setting delivers seclusion with easy access. Close to Route 107 with quick connections to Route 100 and I-89, it sits roughly 30 minutes from Killington Ski Resort and under an hour from Sugarbush Ski Resort. Surrounded by mature forest and dramatic rock outcroppings, Camp Treetops offers rare privacy without sacrificing those long-range views. Whether you want a private family compound, a recreational basecamp, or a turnkey investment with a track record to prove it, 544 Vulture Mountain Road is a truly unforgettable piece of Vermont.

Listed by Jacob Barnes of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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544 Vulture Mountain Road Stockbridge VT 05772

MLS Number 5101647

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Welcome to Camp Treetops, a one-of-a-kind mountaintop estate perched high above the White River Valley. This fully operating, high-performing retreat conveys COMPLETELY FURNISHED and turnkey, with panoramic mountain and White River views, total privacy, and a proven income stream already in place. At its heart is the original Sears Roebuck kit hunting cabin, beautifully renovated with warm wood interiors, an open living and dining area, a cozy wood stove, and expansive windows framing the mountains. The covered deck is built for sunrises, sunsets, and brilliant fall foliage. Two additional cabins, newly built in 2023 and 2024, are themed to the roaring 1920s and the classic 1950s, each furnished with authentic antiques for a true blast from the past. A vintage camper adds a memorable glamping stay, and a shared communal space brings guests together. The retreat has offered fresh breakfast and dinner service, and the property runs as a thriving Airbnb with strong, established revenue. Smart, low-impact engineering makes it all work. A dedicated septic design serves the main cabin, while the additional cabins are outfitted with NASA-designed bag-system toilets and outdoor showers. There is also potential room to grow: sites for two more cabins are already cleared with construction under way, maybe allowing a future owner to operate up to five cabins in total, every one capturing the same sweeping mountain and White River views. The setting delivers seclusion with easy access. Close to Route 107 with quick connections to Route 100 and I-89, it sits roughly 30 minutes from Killington Ski Resort and under an hour from Sugarbush Ski Resort. Surrounded by mature forest and dramatic rock outcroppings, Camp Treetops offers rare privacy without sacrificing those long-range views. Whether you want a private family compound, a recreational basecamp, or a turnkey investment with a track record to prove it, 544 Vulture Mountain Road is a truly unforgettable piece of Vermont.

Listed by Jacob Barnes of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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 Turkey Mountain Road Jamaica VT 05343

Jamaica, VT00 Turkey Mountain Road

Price$500,000

Est. Mortgage: $/month

MLS Number 5077252

  • Land
  • Acreage 71
  • Area VT-Windham
  • Utilities None
  • PricePerSqFt 7042.25

Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of road frontage and electricity conveniently available at a pad near the beginning, the land provides both accessibility and potential. A ring road winds around the perimeter, complemented by an internal trail through the center, allowing you to explore the entire property by foot or ATV. The diverse topography-a blend of level plateaus, gentle slopes, hills, and steeper elevations-offers multiple potential build sites. Create your dream home with spectacular views of Stratton Mountain or build closer to the road and enjoy private hiking access to scenic overlooks. One of the property's unique features is a large woodland pond hidden away at the far end-an ideal backdrop for seeing Vermont's wildlife. The land is not currently enrolled in the Land Use Program, offering flexibility for future development or conservation choices. Located in the town of Jamaica, which has no zoning restrictions, this parcel invites your imagination, with state development laws guiding your vision. Come discover the potential of your personal Vermont sanctuary within reach of the recreational benefits that the state offers.

Listed by Jessica Landers of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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406 Mt View Loop Rochester VT 05767

Rochester, VT406 Mt View Loop

Price$500,000

Est. Mortgage: $/month

MLS Number 5096369

  • Residential Single Family
  • Full Bath 1
  • Address 406 Mt View Loop
  • Construction Existing
  • Bedrooms 2

Well-built and well-situated home in a family neighborhood. One bedroom and one loft bedroom with open concept living room, dining and kitchen open to a covered deck inviting year-round space for enjoying the well-groomed yard and countryside character. Walking down into the walk out basement you find a finished space to expand living area for entertaining or watching sports. A Tesla battery wall is installed to be sure you don't ever miss the game! This home can be sold furnished for the convenience of moving right in! Property has a detached oversized, heated two car garage for DIY projects without removing vehicles and as a bonus a sugarhouse ready for your sap to syrup production equipment. Located on the back side of a "loop" road with deeded rights to the private community pond and easy access to the Rochester Outdoor Collective Mountain Bike trails. Situated halfway between Killington and Sugarbush ski areas and just a short drive to Middlebury Snow Bowl for half day or night skiing. This property is ready to provide year-round recreation and enjoyment with quiet, dark nights yet only 3 miles to Rochester village.

Listed by Patricia Harvey of Xsell Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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128 Elm Street Cabot VT 05647

Cabot, VT128 Elm Street

Price$500,000

Est. Mortgage: $/month

MLS Number 5099675

  • Residential Single Family
  • Full Bath 3
  • Address 128 Elm Street
  • Construction Existing
  • Bedrooms 8

Endless possibilities await in this spacious property, and with the new addition, it now offers over 4,500 square feet of living space. This unique home also features 8 bedrooms, 4 bathrooms, and a separate accessory dwelling unit, making it an excellent opportunity for multigenerational living. The home has an expansive kitchen, complete with an abundance of cabinetry, generous counter space, and a huge walk-in pantry that's sure to impress. The mudroom provides the perfect drop zone for every season, while the bonus room above the kitchen and mudroom offers endless flexibility as a home office, rec room, or guest space. The spacious primary suite serves as a private retreat with its own deck overlooking the back of the property. Outside, you'll love entertaining on the large two-story deck or relaxing in the built-in hot tub after a long day. The front covered porch adds even more outdoor living space, while the standing seam metal roof offers durability and classic Vermont appeal. Situated on a half-acre lot in the charming village of Cabot, with just a short walk to the center of town. Whether you're searching for a large family home, an income-producing opportunity, or a property with room to accommodate changing needs, this home is ready to fit your vision. Don't miss your chance to explore everything this one-of-a-kind property has to offer.

Listed by Cameron North of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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2575 Elmore Pond Road Wolcott VT 05680

Wolcott, VT2575 Elmore Pond Road

Price$500,000

Est. Mortgage: $/month

MLS Number 5098665

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Set on 10.2 wooded acres in the scenic town of Wolcott, this thoughtfully updated Cape offers privacy, modern comfort, and easy access to some of northern Vermont's best outdoor recreation. Located just over a mile from Lake Elmore and within easy reach of the Lamoille Valley Rail Trail, this property is perfectly situated for those who enjoy hiking, biking, paddling, and exploring the beauty of every season. Built in 2004, the home has seen numerous recent improvements, including a new roof, on-demand hot water heater, and many additional updates throughout. Inside, the open-concept main level is warm and inviting, with abundant natural light highlighting the rich woodwork, bamboo flooring, and custom tile details. A wraparound covered porch extends the living space outdoors, creating the perfect place to relax and enjoy the peaceful surroundings. Upstairs, you'll find two bedrooms, an updated 3/4 bath, and a loft that's ideal for a reading nook, home office, or additional living space. The home is permitted for three bedrooms, offering the opportunity to enclose the loft if desired. A detached 24' x 16' two-level bonus building provides exceptional flexibility, whether you envision a workshop, studio, fitness space, or hobby barn. Combining a tranquil country setting with convenient access to Morrisville, Hardwick, and year-round recreation, this property offers a wonderful opportunity to enjoy the best of Vermont living.

Listed by Katy Rossell of Tim Scott Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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422 Trailside Drive Killington VT 05751
Active With Contract

MLS Number 5101847

  • Condo
  • Square Feet 991
  • Bedrooms 1
  • New Contruction Existing
  • Address 422 Trailside Drive

Ski In Ski Out from your front door at Trailside Village on Great Eastern! Fully Renovated Exterior, commercial metal roof, siding, doors and window, stonework, decks and more! This condo offers the rare opportunity to ski and snowboard directly from your front door to the Skyeship Base, making every powder day effortless. One of only eight residences in this intimate complex, this beautifully updated one-bedroom condo combines an unbeatable slopeside location with comfort and year-round adventure. Relax after a day on the mountain in your private hot tub or sauna, cozy up by the wood-burning stove, and enjoy mountain views from the light-filled living space. Life at Killington is defined by the seasons. Winter brings legendary skiing and riding across six peaks, neighboring Pico Mountain, and the longest ski season in the East. When the snow melts, the resort transforms into a premier destination for lift-served mountain biking, championship golf, hiking, and endless outdoor recreation in the Green Mountains. The excitement continues with the highly anticipated Killington Village, creating a vibrant slopeside destination with new shops, dining, and a true ski-in, ski-out community hub. Whether you're searching for a four-season retreat, a primary residence, or an investment in one of Vermont's premier resort destinations, this is your chance to own a rare trailside property and be part of Killington's next chapter.

Listed by Nathan Mastroeni and Shannon Handrahan of Elevations Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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144 Lodge Road Ludlow VT 05149

Ludlow, VT144 Lodge Road, Unit 5

Price$500,000

Est. Mortgage: $/month

MLS Number 5104008

  • Condo
  • Square Feet 1,044
  • Bedrooms 1
  • New Contruction Existing
  • Complex SouthFace Village

Experience true slopeside living at SouthFace Village on Okemo Mountain in this beautifully furnished one-bedroom, two-bathroom condominium with direct ski trail access. Designed for both comfort and ultimate convenience. This mountain retreat features a spacious exterior and a mudroom closet, perfect for storing all your ski gear after a day on the slopes. The main level offers an open-concept floor plan where the living room, centered around a cozy gas fireplace. This then flows seamlessly into the dining area and a well-appointed kitchen with a large island, creating the perfect space for entertaining family and friends. A convenient half bath completes the main level. Upstairs, you'll find a spacious bedroom, a full bathroom, and a versatile family room or den, offering additional living space for guests, a home office, or a relaxing lounge area. SouthFace Village offers exceptional resort-style amenities, including an outdoor heated pool, hot tub, fitness center, covered parking garage, and a private chairlift providing effortless access to the entire Okemo Mountain trail network. Whether you're seeking a weekend getaway, a year-round retreat, or an investment opportunity, this turnkey condominium delivers the ultimate Vermont mountain lifestyle in one of Okemo's premier slopeside communities. Visit the Okemo real estate community today. Taxes are based on town assessment.

Listed by Joseph Karl of William Raveis Real Estate Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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 August 7, 2026 6:23 PM UTC