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Windsor County

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160 Depot Street Chester VT 05143

Chester, VT160 Depot Street

Price$225,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5047277

  • Residential Single Family
  • Full Bath 1
  • Address 160 Depot Street
  • Bedrooms 3
  • Bathroom 1

Don't miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer, which is a great space to store the skis, poles and helmets from a great day of skiing. The main level features a generous living room anchored by a classic wood-burning fireplace ideal for cozy winter evenings. The sunny eat-in kitchen provides ample space for meals and gatherings, while the full bath with laundry adds everyday practicality. All windows were replaced in 2019, offering energy efficiency and bright natural light throughout. Upstairs, you'll find three spacious bedrooms, including a stunning turret space that creates a bright and airy nook perfect for reading or relaxing under the sun-drenched windows. The original woodwork and architectural details throughout highlight the craftsmanship of a bygone era. Outside, the covered wrap-around porch invites you to unwind and enjoy the peaceful sounds of the nearby babbling brook. Take a short stroll to the local market or explore the picturesque village with its shops, restaurants, and small-town charm. This home is more than just a place to stay it's a place to create lasting memories. All only 15 miles from Okemo Mountain!

Listed by Joshua Lemieux of RE/MAX Summit

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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.

761 Main Street Cavendish VT 05142

Cavendish, VT761 Main Street

Price$225,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090786

  • Residential Single Family
  • Full Bath 2
  • Address 761 Main Street
  • Village Proctorsville
  • Bedrooms 6

Character and Charm are the two things that best describe this antique village home. This prime location is walking distance to all of the great amenities Proctorsville has to offer. Including Singleton's Store Murdoch's On The Green and Outer Limits Brewery to name a few. This home has been well cared and loved for generations. Although move in ready, this home has it's quirks/character. Fully furnished to include a wood stove in the living room to keep you toasty on a cold winter day. The kitchen is fully equipped, you'll love the butcher block counters and wood cabinetry. Big bright sunny bedrooms, both downstairs and upstairs. There's huge opportunity as well, the upper floor can easily be converted into an apartment for added income. Or use the whole house for extended family and friends. The Cavendish Elementary School is just a short walk down the sidewalk making for a great home for a local family. Endless possibilities and opportunities come take a peek today. The house will be sold as is where is.

Listed by Frank Provance of Diamond 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.

135 Wall Street Springfield VT 05156

Springfield, VT135 Wall Street

Price$224,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5076527

  • Residential Single Family
  • Full Bath 2
  • Address 135 Wall Street
  • Bedrooms 4
  • Bathroom 2

Large, in town family home. Lots of room to spread out, 1st floor laundry, formal dining room, first floor bedroom, open second floor landing makes for a great space for a workspace, tv space or reading nook. All rooms are generous in size; large covered front porch makes for great place to hang out in rain or shine. Covered side entry into the home for convenience right off the driveway. This is a very solid home with a very large lot. Please add to your list to see today. Great price point leaving room in the budget to upgrade.

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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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.

15 Grove Street Springfield VT 05156

Springfield, VT15 Grove Street

Price$224,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5084431

  • Residential Single Family
  • Full Bath 1
  • Address 15 Grove Street
  • Bedrooms 2
  • Bathroom 1

OFFER DEADLINE SUNDAY ~Tucked at the base of a quiet wooded hill in Springfield, this 1918 cottage has lived over a century and arrived at this moment looking its very best. It is the kind of home where original hardwood flrs greet you at the door, where light through newer windows finds its way across fresh neutral paint, and where a pair of whimsical under-stair nooks sit beneath the staircase like a wink from another era. The kitchen brightens with stainless appliances and recessed lighting, a coffee-first room that works just as well for slow Sunday mornings as for weeknight dinners. The living and dining area flows with the comfortable rhythm only a well-loved older home can hold. Step up the narrow stairs into the loft primary bedroom and the whole home opens overhead into angled ceilings, soft new carpet underfoot, and two tall windows that frame trees in every season. It is the kind of room that welcomes a long read, a long nap, and long quiet mornings. Out back, a private meadow waits, shaped by care from what used to be a tangled woodlot into a green stage for morning coffee and evening conversation. A small shed and a storage box stay on. In summer, the mature tree border leafs out and the world disappears. In winter, sunlight threads through bare branches and the view opens up again.Behind the charm sits the real reassurance. This home has been loved by more than one owner, and it shows. Nearly every major system has been thoughtfully brought forward. New vinyl windows, an updated electrical panel, all new PVC plumbing, updated forced-air heating, recessed lighting, a basement air circulation system, a dehumidifier, and a quiet battery backup standing ready through any storm. A recently refreshed interior and new carpet upstairs are the final touches of an owner who treated the house with genuine respect. With local inventory this thin and turn-key character homes in this price range rarely arriving this complete, the window here does not stay open long.

Listed by Nicholas Sicard of EXP 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.

107 Litchfield Street Springfield VT 05156

Springfield, VT107 Litchfield Street

Price$219,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5080142

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,400

Welcome to this charming home on Litchfield Street. Offering convenient in-town living but with a country feel with privacy in the back and side yard! Sitting high above a scenic stream, you can enjoy the water view as you sit on the spacious back deck! More room than you might think, with two nice bedrooms down and a third bedroom upstairs with a half bath. The full bath is on the first floor making this a nice option for anyone needing one level living. Several recent upgrades including a new roof, new windows, and new exterior paint. The golf course is just up the road a couple of miles, Elm Hill school is nearby, shopping downtown and at the plaza are convenient, and there are several ski areas to choose from, with year-round resort Okemo Mountain being just 25 minutes away. Priced to make this a tempting option for you in your property search! Call for a showing today!

Listed by Glenn Olney 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.

16 Harlow Road Springfield VT 05156

Springfield, VT16 Harlow Road

Price$215,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090398

  • Residential Single Family
  • Full Bath 1
  • Address 16 Harlow Road
  • Bedrooms 4
  • Bathroom 2

Perfect location, nice neighborhood, near the hospital, downtown and minutes to the interstate! Featuring a first floor bed and 3/4 bath, it is perfect for aging in place. Eat in kitchen/dining convenient for those who love to cook. And, the living room is huge. Sporting a front porch, a bit of a yard and extra parking in the back, there is plenty of room for gatherings. This home still has some items to finish, so bring the tool belt. Sellers are actively searching for housing and must find suitable housing before closing.

Listed by Christine Lewis of Brattleboro Area 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.

3 Woodland Drive Springfield VT 05156

Springfield, VT3 Woodland Drive

Price$199,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5084630

  • Residential Single Family
  • Address 3 Woodland Drive
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 900

Welcome to this charming 3-bedroom, single level home in a highly desirable neighborhood! Perfect as a starter home or for anyone looking for the ease of one level living, this cozy property offers comfort, convenience, and great potential. Inside, you'll find a functional and inviting layout with a nicely updated kitchen, newer flooring throughout, and an updated bathroom that adds a fresh, modern touch. The living space is bright and welcoming, and all three bedrooms are conveniently located for easy everyday living. While many key updates have already been completed, there's still room to add your own personal style and build even more value over time. Whether you're looking to take on a few small projects or simply settle in and update as you go, this home offers flexibility and opportunity. Set in a quiet, well-established neighborhood close to local amenities, schools, and more, this is a great chance to own a move-in ready home with room to grow.

Listed by Thaddeus Abare of Barrett and Valley Associates 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.

389 Dothan Road Hartford VT 05001

Hartford, VT389 Dothan Road

Price$199,500The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5089004

  • Residential Single Family
  • Full Bath 1
  • Address 389 Dothan Road
  • Bedrooms 1
  • Bathroom 1

Adorable Adirondack-style one bedroom, one bath home nestled into a pine-covered hillside with a babbling brook right out the back door. Privately situated with a shed, deck, and balcony overlooking local wildlife and the surrounding natural beauty. The open concept living and dining area flows into the kitchen with pantry, creating a warm and inviting atmosphere. Unique open-air design makes this the perfect getaway retreat or cozy starter home. Conveniently located for an easy commute to area employers, shopping, dining, and year-round recreation.

Listed by Richard Ballou of RE/MAX Upper Valley

{$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.

95 Union Street Springfield VT 05156

Springfield, VT95 Union Street

Price$199,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5071993

  • Residential Single Family
  • Full Bath 2
  • Address 95 Union Street
  • Bedrooms 3
  • Bathroom 2

CASH ONLY. This well-priced home is full of potential and ready for your cosmetic upgrades and a bit of sweat equity. Offering three bedrooms and two baths on a generous lot, it's conveniently located near the hospital, shopping, and essential amenities. The spacious master bedroom features an ensuite bath, while the additional partially finished attic provides room for expansion or storage. Enjoy relaxing mornings and evenings on the grand wrap-around porch. A two-car garage and a new boiler add valuable practicality and peace of mind. With great bones and outstanding features, this is an excellent opportunity for affordable home ownership. Agents, please read private remarks.

Listed by Mark Roden of KW Coastal and Lakes & Mountains Realty/Hanover,

{$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.

1 Bacon Street Springfield VT 05156

Springfield, VT1 Bacon Street

Price$199,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5089382

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

This cape style home is ready to go with fresh paint, newer appliances and a corner lot in a quiet neighborhood. Primary bedroom on first floor with 2 additional bedrooms up. Hardwood flooring with tiled kitchen and bath. Mudroom entry. Enclosed front porch. Close to town and within walking distance to schools. Perfect for those just starting out or looking to downsize. This is an easy keeper and priced to sell!

Listed by Judith Thompson of Walnut Hill 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:

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 11:39 AM EDT

 

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