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Windsor County

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919 VT Route 100 South Rochester VT 05767

Rochester, VT919 VT Route 100 South

Price$359,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5084261

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,144

Set on a sun-drenched, level lot, this beautifully updated ranch offers effortless living with modern upgrades throughout. Recent improvements include new electrical and heating systems, a water heater, insulation, siding, doors, and double-pane windows-providing both comfort and efficiency. Inside, you'll find warm hardwood floors, recessed lighting, and a spacious, inviting kitchen perfect for everyday living and entertaining. The bathroom features a sleek granite vanity, while a brand-new wood stove adds both charm and an additional cozy heat source. Located just one mile from the heart of Rochester Village, you'll enjoy convenient access to everyday essentials including a grocery store, hardware store, gas station, bank/ATM, EV charging stations, a bike shop, and a variety of local dining options. The area is known for its vibrant sense of community, with seasonal festivals, live music on the green, and a rich tradition of local theater. Outdoor enthusiasts will appreciate the abundance of nearby recreation, from scenic hiking trails to water activities along the White River, including kayaking, tubing, and swimming. A nearby fitness and yoga center makes it easy to stay active year-round. Plus, world-class skiing at Killington and Sugarbush is just a 30-minute drive away. This move-in-ready home offers the perfect blend of comfort, convenience, and Vermont charm. Schedule your showing today and discover all it has to offer. Showings to begin on April 20.

Listed by Christopher King of King 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.

45 Reservoir Road Springfield VT 05156

Springfield, VT45 Reservoir Road

Price$359,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087009

  • Residential Single Family
  • Full Bath 1
  • Address 45 Reservoir Road
  • Bedrooms 3
  • Bathroom 2

First time offered in over 60 years, this well cared for 3 bedroom, 2 bath home is a rare opportunity to own a property that has been truly loved and maintained. Set on a spacious, level lot in an area of well kept homes, the property immediately stands out with its large lawn, ideal for outdoor enjoyment, gardening, or simply relaxing. Inside, you'll find over 1,500 square feet of comfortable living space with a layout that feels practical and inviting. Every corner reflects years of thoughtful upkeep and pride of ownership. The enclosed porch offers a perfect sitting area to enjoy your morning coffee or unwind at the end of the day, adding a cozy extension to the home's living space. A two car garage provides plenty of room for vehicles, storage, or hobbies, while a utility shed at the back of the property offers even more flexibility for tools and equipment. Located just minutes from local skiing, snowmobile trails, and hiking, this home is well positioned for those who enjoy Vermont's four season lifestyle.

Listed by Patrick Kelley of Real Broker LLC

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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.

196 Union Street Springfield VT 05156

Springfield, VT196 Union Street

Price$355,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5086500

  • Residential Single Family
  • Full Bath 2
  • Address 196 Union Street
  • Bedrooms 4
  • Bathroom 3

Check out this newly renovated colonial home located on a corner lot on Union Street. Sited on an almost 1.5-acre lot, there is plenty of room for extensive gardens. There is also an existing fenced in area for the family dog equipped with a private dog entrance. The House has had extensive work done to first two floors with new Kitchen and newly renovated bathrooms, featuring a Primary Suite with En Suite bath, featuring a walk-in shower and soaking tub. The other upstairs bathroom holds the Laundry. Off the kitchen there is a large space perfect for a pantry. The house also features a welcoming mudroom. In addition, the home offers mini-split heating units in most every room offering A/C for the summer months. The 3rd floor of the home is not renovated and offers a blank canvas for further space. It is presently divided into two spaces perfect for office space.

Listed by John Tolosky of Barrett and Valley Associates Inc.

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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.

295 Spencer Hollow Road Springfield VT 05156

Springfield, VT295 Spencer Hollow Road

Price$349,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093267

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,546

First time ever for sale! This delightful country home has been with the same family since it was built. Expanded cape style home is full of wonderful natural light, hardwood and tile floors, natural woodwork, built-in China cabinet, 3 bedrooms and full bath on the main floor and a fourth bedroom and 3/4 bath on the second floor along with a bonus room. Ceiling fans throughout the home keep the country air moving. Beautiful vaulting ceiling in the 3-season sunroom lets in loads of natural light. Install a pellet stove and make this a year-round getaway. All rooms are generously sized; the wide hallway has built in cabinets and bookshelves allowing for tons of storage at your fingertips. Oversized 2 car garage under keeps your vehicle out of the elements. The full basement is perfect space for workshops or storage. The yard is expansive and open with room for a vegetable garden, expandable perennial beds, a small pond, garden shed, shade trees and lots of lawn. The large open deck is great for entertaining or just catching some sunshine. This is a great home with a great location in the country yet literally minutes from I91 making it the perfect location if you need to commute to work.

Listed by Julie Buffum of Buffum Realty

{$office->Name}

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.

724 South Windsor Street Royalton VT 05068

Royalton, VT724 South Windsor Street

Price$349,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5072263

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,453

Welcome to this beautifully updated Central Vermont home offering excellent potential as a primary residence or investment opportunity. This versatile property is ideally located less than 1 mile to Vermont Law School and just 0.5 miles to WRV Elementary and High Schools. Enjoy walking distance to the Village Green with year-round farmers markets and community events. The half-acre property features mature lilacs, a manicured lawn, and inviting firepit. The fully fenced backyard with deck provides perfect indoor-outdoor entertaining space. Step into the light-filled living area with vaulted ceilings and sliding glass doors opening to the deck. The open flow continues to the dining area and updated kitchen, passing two well-appointed bathrooms before reaching three generously sized bedrooms. The primary suite boasts a private balcony-your personal retreat for morning coffee or evening relaxation. Bonus Space Below: The partially finished basement offers tremendous potential with two rooms previously used as sleeping quarters, plus workshop space, laundry area, and abundant storage throughout. Schedule your showing today!

Listed by Mike Hickey of KW Vermont Woodstock

{$office->Name}

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.

1397 Popple Dungeon Road Chester VT 05143

Chester, VT1397 Popple Dungeon Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5073930

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,788

Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for-flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved road leads you home, winding past back woods and pastoral farmland before arriving at the property. The elevated deck becomes your front-row seat to the landscape below-perfect for morning coffee, summer dinners, or simply listening to the brook roll past. Inside, the home feels warm, functional, and comfortable. A large living room is anchored by a substantial woodstove that brings real Vermont heat and atmosphere through the colder months. The sunroom is a standout space, wrapped in windows and overlooking the brook, creating a peaceful place to read, work, or relax. From here, step directly onto the deck and into the outdoors. The layout offers three bedrooms and two bathrooms, including a ground-floor bedroom for easy everyday living. Storage is abundant throughout, making room for outdoor gear, tools, and seasonal equipment. The land itself adds real value. With acreage on both sides of the brook, there's room to garden, explore, build trails, or simply enjoy your own stretch of water and woods. The surrounding countryside delivers classic Vermont scenery-rolling fields, forested hills, and quiet country roads. Located just minutes from the village of Chester and close to Okemo, Stratton, and Magic Mountain, this is a true four-season basecamp for skiing, hiking, biking, fishing, and exploring Vermont's natural beauty. A property that offers privacy, water frontage, land, and mountain access-without giving up convenience.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

{$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.

31 Northfield Drive Springfield VT 05150

Springfield, VT31 Northfield Drive

Price$349,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5086101

  • Residential Single Family
  • Full Bath 1
  • Address 31 Northfield Drive
  • Village North Springfield
  • Bedrooms 2

First time on market! This custom-built home has had only one owner. Shows like a new home. The owners have meticulously maintained this home and are ready to pass it on for its next chapter. Situated in a neighborhood in North Springfield just off the beaten path you'll enjoy the neighborhood, great area for walking and nature is literally out your back door. This home features an efficient kitchen with pass-through to the formal dining room, Roomy living room with large picture window-perfect spot for a bird feeder! Primary bedroom ensuite has lots of closet space and is generously sized. Den/office could easily be used as a smaller, third bedroom. The basement has a finished room for crafts and hobbies, and the basement has fully painted walls and floor and is a great usable space, you could add a family room, workshop or any number of things. Two car attached garage will hold all the toys and makes for a convenient entry into the home or backyard. Showings start Wednesday May 6th. More pictures to be uploaded soon.

Listed by Julie Buffum of Buffum Realty

{$office->Name}

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.

354 Shattuck Hill Road West Windsor VT 05062

West Windsor, VT354 Shattuck Hill Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087086

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,292

Nice location in West Windsor, with a partially renovated 3BR 2 Bath manufactured home on 10.47a with 3 stall barn with hayloft, tack room, water & electricity; older fencing remains. Home has mudroom entry, utility room, & corrugated metal roof. It's been completely rewired, insulated, 3 Mitsubishi mini-splits, soapstone woodstove, GE kitchen appliances, some new windows & flooring. There will be flooring & other building materials left onsite. Work remaining on interior- some flooring & taping, all trim & painting. Exterior needs siding. Seller has estimates for $10,000 to finish interior work, and exterior $10,000 to re-side with vinyl or $14,000 to re-side with primed hemlock. Great area for outdoor recreation, near GMHA & Ascutney Outdoors.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

{$office->Name}

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.

397 River Street Chester VT 05143

Chester, VT397 River Street

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087965

  • Residential Single Family
  • Full Bath 1
  • Address 397 River Street
  • Bedrooms 4
  • Bathroom 3

Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting on the front porch and listening the soft rustle of the willow tree leaves and the babbling brook trickling by, then you step inside and feel that you have walked into a home that was truly loved. The large kitchen offers nice upgrades including tile floor, granite countertops and appliances. The main level offers a bedroom, dining room, office space and living room. All of the windows have been replaced (except in the attic), updated electric panel, insulation done by Efficiency VT, new stoves in the barn room and living room (see MLS docs for the complete list). This property is perfect for anyone looking for a TRUE Vermont home with loads of potential. Great natural light, large bedrooms, hardwood floors and attached garage. One of the features I personally love is the screened stone patio (barn room) off the back of the house. The rustic beams and barn boards with wood stove is a wonderful space to relax and entertain. Above is unfinished space ready for your ideas, work out space? yoga studio? game room? There are pretty perennials and gardens surrounding the home. The back yard is private with attached shed space and back deck. Chester is a wonderful community and this home is perfectly situated for easy access to I91, Grafton, ski resorts, shopping and walking to the village green. The sellers have loved owning this home and have created many many memories here. Don't miss your chance to be the next stewards of this truly special property.

Listed by Lisa Kelley of Cummings & Co

{$office->Name}

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.

335 North Street Chester VT 05143

Chester, VT335 North Street

Price$340,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5080199

  • Residential Single Family
  • Full Bath 1
  • Address 335 North Street
  • Bedrooms 3
  • Bathroom 1

Welcome to a charming village retreat in the heart of Chester, perfectly situated on Main Street in the historic Chester Stone Village. This inviting home blends classic Vermont character with comfortable, year-round living. Enter through a practical mudroom with ample space for all your seasonal gear-ideal for embracing Vermont's four-season lifestyle. To the right, at the front of the home, you'll find a bright and open living space featuring a spacious kitchen with a large island, seamlessly connected to the dining area and living room. A glass door leads to a covered porch, creating the perfect spot for morning coffee or relaxing evenings. The main level also offers a dedicated office, a full bathroom, and a convenient laundry room. Toward the back of the home, two bedrooms provide comfortable accommodations, and a stunning family room showcases vaulted ceilings, exposed beams, and walls of windows that fill the space with natural light. A glass slider opens to the back deck, where you'll find an above-ground pool-perfect for summer enjoyment. Experience the charm of Vermont living in this village home, just moments from local shops, dining, and all that Chester has to offer. Visit the Okemo real estate community today. Taxes are based on town assessment.

Listed by Brendan McNamara of William Raveis Real Estate Vermont Properties

{$office->Name}

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

Do not fill in this field:

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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 6:23 PM EDT

 

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