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Windsor County

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1319 Brandon Mountain Road Rochester VT 05767

Rochester, VT1319 Brandon Mountain Road

Price$399,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090746

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,184

Set back from the highway on a gently elevated site, this beautifully maintained three-bedroom home captures sweeping views of the surrounding Green Mountains and the White River Valley. The inviting open floor plan is ideal for entertaining and relaxed family gatherings alike. The updated kitchen features attractive hardwood cabinetry, granite counters and stainless steel appliances, while the dining area is framed by picture windows overlooking lovely natural landscaping. A cozy sitting area with a woodstove creates warm winter ambiance and opens through sliding doors to a deck with truly astonishing long-range views. The original ranch-style home offers the convenience of one-level living, including a primary bedroom suite with a private 3/4 bath, two additional rooms suitable for bedrooms or home offices, and a full bathroom with laundry. An addition completed in the 1980s enhances the home with a quiet family room ideal for reading and relaxation, along with a spacious upper-level bedroom suite providing flexible living arrangements for guests or extended family. Fully owned solar panels help keep utility costs low, and a backup generator can be connected to ensure year-round comfort and peace of mind. Outside, the in-ground pool offers the perfect setting for summer fun with friends and family. Located just minutes from the historic and vibrant village of Rochester, this property is perfectly suited for outdoor enthusiasts, with several major ski resorts nearby and extensive mountain biking and backcountry skiing trails right in town. Whether you're seeking adventure or simply a peaceful rural setting in the heart of central Vermont, this special home offers the best of both worlds.

Listed by Kyle Kershner of Killington Pico Realty

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1757 Wildlife Road Hartford VT 05001

Hartford, VT1757 Wildlife Road

Price$399,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090788

  • Residential Single Family
  • Full Bath 1
  • Address 1757 Wildlife Road
  • Bedrooms 2
  • Bathroom 2

Privately set on 4 peaceful acres well off the road, this inviting home offers comfort, space, and a functional open-concept design. The main living area features a seamless flow between the kitchen, dining, and living spaces-ideal for everyday living and entertaining alike. A spacious mudroom entry provides practical storage and organization, complemented by a convenient laundry room and bath just off the entry area. Upstairs, you'll find two bedrooms and a full bathroom, creating a comfortable retreat from the main living spaces. Enjoy the outdoors from the great screened porch, perfect for relaxing, dining, or taking in the privacy and natural surroundings.

Listed by Jessica & Anthony Dolan and Jessica Dolan of Dolan Real Estate

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5798 West Woodstock Road Woodstock VT 05091

Woodstock, VT5798 West Woodstock Road

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5063810

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,617

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1001 VT Route 65 Brookfield VT 05036

Brookfield, VT1001 VT Route 65

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5079958

  • Residential Single Family
  • Address 1001 VT Route 65
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,608

New, new, new! Originally started as a 2018 build but never completed, this home has been expertly finished and thoughtfully elevated by its current owners-resulting in a property that exceeds expectations at every turn. What appears to be a modest exterior opens into a surprisingly spacious and well-designed interior, where every inch of space has been maximized with intention, comfort, and style. The main level features a desirable first-floor primary bedroom and a versatile full bath that can function as either a private ensuite or a guest bath, offering flexibility for a variety of living arrangements. First floor laundry and thoughtful upgrades, including a heated towel rack, add a touch of everyday luxury. The well-appointed kitchen flows seamlessly into the open-concept dining and living areas, creating a bright and welcoming space ideal for both daily living and entertaining. Step through the sliding glass doors onto the expansive rear deck overlooking Sunset Brook just beyond the property line-an inviting setting for morning coffee, evening relaxation, or hosting gatherings with friends and family. Upstairs, you'll find two additional bedrooms, a convenient half bath, and bonus storage spaces. The walkout lower level adds even more versatility, featuring a comfortable media or recreation room, additional storage, and access that lends itself well to covered parking or flexible use. A new Presby septic system and EC Fiber, fiber optic internet already installed! Also inquire about the home being offered fully furnished and professionally staged, which presents an exceptional turnkey opportunity for investors, short-term or long-term rental potential, second-home buyers, or anyone seeking a seamless move-in experience for additional cost. Deceptively spacious, thoughtfully finished, and ready to enjoy-this is a property you won't want to miss!

Listed by Eric Kenyon of Rural Vermont Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

988 Old Quechee Road Hartford VT 05059

Hartford, VT988 Old Quechee Road

Price$395,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5082352

  • Residential Single Family
  • Full Bath 1
  • Address 988 Old Quechee Road
  • Village Quechee
  • Bedrooms 2

Tucked away in the peaceful woods of Vermont, this charming Quechee Lakes property offers the perfect escape from the everyday. Surrounded by trees and quiet natural beauty, this property captures the essence of true Vermont living-simple and serene. This renovated, cozy house is ideal for a weekend getaway or year-round retreat, with plenty of spaces to meet everyone's needs. Inside, you'll find warm flooring, exposed beams, and a welcoming open living area centered around a gas stove-perfect for crisp Vermont evenings, relaxing after a day outdoors. The compact yet functional kitchen flows into a comfortable living and dining space, creating an inviting atmosphere for gathering with family and friends. Large windows bring in natural light and frame peaceful wooded views in every season. Step outside onto either deck to enjoy your morning coffee, listen to birdsong, or unwind under the stars. The surrounding area provides privacy and endless opportunities for hiking, snowshoeing, skiing, golf, or finding the local swimming spot-making it an ideal base for year-round adventure and access to all of Quechee Lakes' amenities.

Listed by Audrey Micca of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 Northshore Drive Ludlow VT 05149

Ludlow, VT38 Northshore Drive

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5088988

  • Residential Single Family
  • Address 38 Northshore Drive
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 680

Lake Rescue Retreat. Embrace the lakeside lifestyle in this quintessential Vermont cottage on Lake Rescue. Nestled on a spacious lot, this property perfectly blends historic character with future opportunity. You can choose to use the existing structure as your ultimate summer escape, remodel it to your exact taste, or build your brand-new dream lakeside home from the ground up. A fully approved three-bedroom wastewater permit is already in place, saving you time and money on development. For water lovers, the location is unbeatable. Simply walk right across the road to access a beautiful shared dock on Lake Rescue. You can be boating, kayaking, paddleboarding, or swimming within seconds of leaving your front door. Beyond the water, this prime location offers the best of Vermont living in every season. Enjoy your summers lounging on the lake, and look forward to winter sports with premier skiing just minutes away. Jackson Gore at Okemo, championship golfing, local boutique shopping, and vibrant dining options are also just a short drive from your property. Whether you are looking for a classic fixer-upper camp or a premium lot to build a custom home, the lake life is waiting for you. Schedule a viewing today to explore the endless possibilities.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

663 Depot Street Chester VT 05143

Chester, VT663 Depot Street

Price$390,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5086202

  • Residential Single Family
  • Address 663 Depot Street
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,304

Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that's hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates. Refinished wide plank floors bring warmth throughout, while the kitchen features granite countertops and a farmhouse sink. Upstairs, a vintage Martini pedestal sink adds a distinctive, curated touch to the bathroom. Outside, the level lawn provides usable space for everything from gardening to entertaining, and the substantial post-and-beam barn opens the door to a wide range of future uses, storage, workshop space, or potential expansion. Located just minutes from Chester's Stone Village, the Grist Mill, and Smitty's Market, and within easy reach of Okemo, Bromley, Killington, Stratton, and Mount Snow, this is a strong option for both full-time living and recreational use. Currently used as a long-term rental and previously operated as a successful Airbnb and personal vacation home, the property offers flexibility for a variety of ownership goals.

Listed by Betsy Adamovich of Real Broker LLC

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

109 Park Row Rochester VT 05767

Rochester, VT109 Park Row

Price$389,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5069503

  • Residential Single Family
  • Address 109 Park Row
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,200

Known locally for generations as The Old Richard Steele Hubbard Home, this circa-1902 village residence reflects Rochester’s prosperous early-20th-century era and retains many of its original architectural details. Ideally situated just off the park in the charming historic village of Rochester, Vermont, this special home is a fine example of the American Foursquare style popular in the late 19th and early 20th centuries. This five-bedroom residence retains many period details, including handcrafted woodwork, hardwood floors, coffered ceilings, stamped tin, and decorative moldings. Thoughtful updates blend modern comfort with historic character, featuring beautifully renovated bathrooms with step-in showers, a fully updated kitchen with stainless steel appliances, granite counters, and plank tile flooring, a second-floor laundry, and a handsome new architectural shingle roof installed in 2023. The home’s versatile layout offers flexible living options, with the main living areas on the first floor, three bedrooms on the mid-level, and a two-bedroom in-law suite on the upper level. Telecommunications are well covered with options for landline, DSL, fiber-optic internet, and satellite or streaming TV. The house has been professionally cleaned, though a fresh coat of paint will make it truly shine. With its convenient in-town location, you’re just steps from restaurants, cafs, shops, and galleries, and a short drive from world-class skiing at Killington, Pico, and Sugarbush, as well as arts and culture in Woodstock and Middlebury. Experience the perfect blend of tradition and modern convenience in this historic Green Mountain village home.

Listed by Kyle Kershner of Killington Pico Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1821 Chateauguay Road Barnard VT 05031

Barnard, VT1821 Chateauguay Road

Price$389,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5079052

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,635
  • Acreage 6.60

This sunny residence has been a beloved home to several generations of the same Vermont family. The location invites recreational activities! A snowmobile trail passes nearby, for winter excursions and the property is bounded by the cascading waters of Locust Creek, for cooling off in the Summer! The country road that passes by leads to the extraordinary Chateauguay-No Town conservation region, an undeveloped forested area covering approximately 60,000 acres! Barnard's well loved Silver Lake is just a 5 minute drive, with all of its year round outdoor fun! In every direction, unlimited recreation opportunities are just moments away! The interior of the home is comfortable, with pleasing room dimensions. A 17'x15' kitchen/dining area is well suited to assume the typical role of a household's gathering area. The generously sized 25'x12' living room presents plenty of space for relaxation, with high speed fiber optic internet access adding to the options. A 3/4 bath with a tiled shower and a practical mud room area further compliment the ground floor. Upstairs are 3 bedrooms and a 2nd 3/4 bath, with a tiled shower. The 16'x13' primary bedroom is quietly sited on one end of the home and the additional 2 family bedrooms are nicely situated on the opposite side of the 2nd floor. An outside wood fired furnace generates the heat to run the hot water heating system that keeps the home comfortably warm. With 6.6 open acres of land, the owners enjoy ample opportunity for gardening and outdoor activities! Locust Creek's flowing waters provide an ever mesmerizing background! The property benefits from a well maintained septic system and a drilled well. The circa 1870 home has undergone several transformations as the number of household residents has varied over time. A current interior configuration is both practical and appealing. Some interior finishing remains to be completed. Thus, an opportunity is presented to acquire a good home, in a good location, at a good price point!

Listed by John Wetmore of Wetmore Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2103 Vermont Route 106 Weathersfield VT 05151

Weathersfield, VT2103 Vermont Route 106

Price$389,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5084755

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,064

Tucked into a quaint village setting, this classic New England Colonial offers the perfect blend of character, comfort, and everyday functionality. Set on a riverfront lot, the property provides a peaceful, picturesque backdrop. Thoughtfully updated, the home now offers 3 bedrooms, including a spacious primary created by combining two rooms. Inside, warm and inviting living spaces are filled with natural light and enhanced by a pellet stove for added comfort and efficiency during the cooler months. A bonus area connected by a breezeway offers flexibility-ideal for a home office, studio, or hobby space. Step outside to enjoy the yard, whether relaxing, gardening, or entertaining, all with the calming presence of the nearby river. Just a short distance to local trails, this location supports year-round outdoor enjoyment. This home is ready for its next chapter as the sellers relocate for work, offering a special opportunity to own a property that feels both timeless and adaptable.

Listed by Wendie Wright of Coldwell Banker LIFESTYLES - Hanover

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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 9, 2026 7:38 PM EDT

 

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