Andover/Chester

The Town of Andover lies just east of Weston and the story goes that Weston was once actually a part of Andover ( the "west town") and what is now Andover and Weston were separated by the bad roads and steep hills of Terrible Mountain. Terrible Mountain is now home to Andover Ridge Road and the mountain's ridge line spans the territory between Andover, Weston and Ludlow. Andover sits almost equidistant between the towns of Chester, Ludlow and Londonderry and residents and visitors can easily enjoy, explore and utilize services in any of those towns.

 

Chester is one of Vermont's quintessential small towns with a beautiful Town Green in the center of town, surrounded by small shops, galleries and a few restaurants. From it's website: " Chester is a quaint New England town with a population of 3,144, centrally located, and in close proximity to several ski areas including Okemo, Stratton, and Killington. Chester offers a community of great restaurants, comfortable B & Bs, and interesting shops, including authentic antique stores and lovely art galleries. Whether you are looking for a quiet respite, or just adventuring off the beaten path..... Here, you can enjoy a tranquil and charming atmosphere. Chester is also a wonderful place to live!"

 

Outdoor activities in the area range from skiing at Okemo Mountain or Magic Mountain in nearby Londonderry, or spending time on the lakes north of Ludlow. Andover residents will attend Chester-Andover Elementary and Green Mountain Union High School.

 

Properties are listed by price in order from high to low. You may change your sort order below, and you can refine your search by checking or unchecking the search criteria (or sliding the criteria bar) along the right side of this page.

326 Goodrich Road Chester VT 05143

MLS Number 4963698

  • Commercial
  • Year Built 2019
  • Square Feet 1,760
  • Acreage 25.99
  • PricePerSqFt 4886.36

This is a first class stone quarry operation which pumps out a beautiful stream of high grade gneiss stone, so indispensable for the building trades in constructing patios, steps, walls, chimneys, and every place beautifully ad naturally colored building stones are needed. The next owner of this business will of course be buying a highly profitable and proven going concern. However, the next owner will have seen the monumental opportunity in the $168,000,000, in unmined, and yet very minable stone as attested to by the attached professionally prepared geological report. Complete with $1.5 M worth of meticulously maintained equipment and an immaculate stone cutting shop, this offering spells opportunity writ large. While the Owner believes the next owner will be someone already in the industry, and he may be correct, I also believe that it could be anyone who sees the brilliance of buying assets for pennies on the currently shrinking and inflated dollar along with a proven and successful method for extracting same. But what do I know? I'm just a Realtor. But an entrepreurial MBA Realtor nonetheless who will be happy to show you this opportunity in person.

Listed by Lawrence Zupan of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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2356 Lovers Lane Chester VT 05143

Chester, VT2356 Lovers Lane

Price$4,275,000

Est. Mortgage: $/month

MLS Number 5001473

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6

In Southern Vermont's Green Mountains, Owl Hill Reserve is a sanctuary spanning 1,928 acres, an expanse over twice the size of New York City's Central Park. Assembled over half a century, this land has united generations in the celebration of the great outdoors. At the heart of the reserve stands an 1800s brick farmhouse, a testament to earlier days of farming, complemented by two historic barns, a two-bedroom barn apartment and guest house. Surrounding the farmstead are apple trees, stonewalls and a spring fed two-acre swimming pond, creating a quiet retreat or jubilant family gatherings. A 3.5-mile private, gravel road meanders with the brook, unwinding through a carefully managed northern hardwood forest, predominantly Sugar Maple, home to a rich ecosystem including bear, moose, coyote, bobcat, and deer. The changing landscape includes exceptional mountain views and rolling meadows either cut for hay or used for grazing cattle. The clear waters of the brook beckon fly fisherman to cast lines. Cross country skiing, snowshoeing, biking, hiking and equestrian pursuits are all out the backdoor with endless trails to explore. A remote cabin near an apple orchard offers a place to immerse in nature or a place to write. Owl Hill Reserve is a legacy offering. It offers the luxury of simplicity, the wealth of nature, and the bond of family heritage. Less than 3 miles from the village center and skiing nearby: 25 mins to Okemo, 33 mins to Bromley. 2.5 hrs to Boston, 4.5 hrs to NY.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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173 Horsenail Hill Road Andover VT 05143

Andover, VT173 Horsenail Hill Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 4990064

  • Land
  • Acreage 534.04
  • PricePerSqFt 5804.81

You've got creative visions - We've got your canvas! Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, stone walls, meadows and vista views of this remarkable 534 acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule your viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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1328 Chandler Road Chester VT 05143

Chester, VT1328 Chandler Road

Price$2,225,000

Est. Mortgage: $/month

MLS Number 5002063

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

Design inspired by Frank Lloyd Wright this mid-century modern home is a beacon of tranquility for those looking for privacy. Surrounded by 193 acres including 13 acres of open pasture traced with ancient stone walls. Enjoy more than 2 miles of trails crossing brooks and fields. This magnificent haven for lots of wildlife has apple trees, raspberry bushes and more than 50 blueberry bushes. Inside a wide-open main living area and great room overlooks the 10 foot deep swimming pond, and the nearby stream can be heard from the deck or kitchen with the windows open. Step into the luxurious primary suite, a sanctuary with large windows and a spa inspired bath with a free-standing tub that boasts one of the best views from the house. Enjoy the newly renovated lower level with additional bedrooms and expansive family room. This area is ready for your touch and enjoys walkout access to the yard and pond. The 2nd level of the barn is currently a wood shop with wood-stove and a 2nd access from the road allows for storing large pieces or equipment on this upper level. The ground level of the barn has traditional sliding barn doors and extensive parking in front. Underground power and water lines travel from the house to a nearby site where another barn or horse arena could be built. A unique home treasure and like its organic architectural design the land has its own special quality of character and beauty. 193 acres are in the VT Land Use program. There is a 6 bedroom septic.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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231 Christmas Tree Farm Road Chester VT 05143

MLS Number 5014453

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

The Cabin is a private retreat on 245 acres with sweeping views of the Green Mountains. Rebuilt in 2024, the home blends modern amenities with the rustic charm of a log cabin. A long drive follows a mountain brook to the cabin. Inside, a bright, airy space features a spacious kitchen flowing into the dining and living area, centered around a stone fireplace and floor-to-ceiling windows. The space opens into a wrap-around deck with a saltwater hot tub and outdoor fireplace. The family room, with a third fireplace and bar, leads to a large screened porch with mountain views. A private office completes the main level. The second-floor primary suite offers stunning views and morning light, with three additional guest bedrooms highlighting the surrounding landscape. Outdoors, enjoy trails, meadows, apple trees and woodlands. The Cabin is a basecamp for some of Vermont's best ski areas-Okemo, Stratton, and Bromley. Showings begin 9.20.24

Listed by Dia Jenks and T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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Howard Hill Road Andover VT 05143

Andover, VTHoward Hill Road

Price$1,999,500

Est. Mortgage: $/month

MLS Number 4990472

  • Land
  • Acreage 297.52
  • PricePerSqFt 6720.56

You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples,ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chanceto own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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40 The Common Chester VT 05143

MLS Number 5008052

  • Commercial
  • Year Built 1920
  • Square Feet 18,896
  • Acreage 2.28
  • PricePerSqFt 97.9

Introducing the cultural and commercial centerpiece of one of Vermont's classic small towns: The Fullerton Inn of Chester! In addition to being the anchor go-to Bar & 120-seat Restaurant for locals & tourists (be it indoor or outdoor dining), the venerable, well established Inn boasts 20 guest suites & rooms. Heated outdoor tables on back patio extend the season & Village camaraderie as does the classic front Porch overlooking the Town Green and Gazebo. More Meeting & Event rooms along w/ versatile room/suite configurations open the event venue market for weddings & more amid year-round attractions within ski country, fall foliage, etc... As a nicely profitable going concern, the Fullerton Inn beckons its next owner to seize the reins & fulfill their dreams of operating a country Inn, or adding it to their hospitality portfolio. Professionally managed & maintained, the Inn offers seamless transfer w/ transition assistance, dedicated Executive Chef & staff. Additional features & equipment: large fully equipped 20' x 40' professional kitchen w/ walk-in cooler-kitchen freezer-large utility space-convection oven and fryer-2 double coolers-ice machine-fully sprinklered whole building-2 owner apartments (1 is 1200')-5YO Peerless furnace w/ backup furnace in full basement w/ separate heating & cooling for bar-basement chillers-bank vault-workshop-laundry room-paint room-delivery access. Stroll to the Inn's flower gardens, 2 outbuildings & river flowing behind 2.4 flat usable acres.

Listed by Zachary Zupan and Lawrence Zupan of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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1337 Andover Ridge Road Andover VT 05143

Andover, VT1337 Andover Ridge Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4999325

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

Meticulous and spacious home that has been thoughtfully and lovingly updated on the prestigious Andover Ridge Road. Overlooking the Green Mountain National Forest and the village of Weston, this beautiful custom-built 4800+sf log home exudes privacy, warmth, comfort and charm. The kitchen has heated stone flooring, abundant light and breathtaking views. There are two spacious living areas currently set up with two bedrooms on each level, a library with custom cabinetry, a loft for additional space, a well appointed home gym and three full baths. The amazing 1200+sf two-tiered mahogany deck is ideal for entertaining and enjoying the sunsets over the mountain range. Or relax in the hot tub while listening to the premium outdoor sound system. The new gazebo provides additional serenity and picturesque views, complete with windows, a sound system and Wi-Fi - allowing you to redefine “working remotely”. This one of a kind 6+ acre property abuts 2000 acres of protected State Forest. Centrally located within 25 minutes of Okemo, Stratton, Bromley, Magic and just a few minutes from Weston. Embrace all that this property has to offer: fresh air, peaceful days, great skiing, hiking, golf, the iconic Weston Playhouse, local shopping & restaurants all right outside your door. This stunning craftsman's home has been updated with a new roof, central a/c, hardwood floors in the primary suite and new carpeting downstairs as well as many other fine finishing touches.

Listed by Liz Moore and Sean Dillon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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218 Gunderson Road Chester VT 05143

Chester, VT218 Gunderson Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5005114

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3

This quintessential 5bedroom/2.5 bathroom farmhouse, fully renovated and absolutely gorgeous, is perched on a grassy knoll overlooking 32 acres of rolling meadow, hardwood forest and private pond. The modern touches that are essential for today's style of living pair perfectly with the warmth and charm of an old farmhouse. The house was renovated in 2017, including new roof, insulation, pine flooring as well as all plumbing, electrical and heating systems. The open kitchen/living area features a beautiful fieldstone fireplace and there's a main level family room with a side office. Upstairs are 5 bedrooms and 2 full bathrooms, including the principal bedroom with its en-suite bath. The large mudroom can handle all your clothes and gear. Sun or Shade? You have choices of two elevated stone patios to enjoy outdoor living in total privacy. The large majestic barn offers plenty of options for events or storage, so bring your dancing boots and have an old fashioned barn dance! The fields, pond and apple trees attract all sorts of wildlife and there couldn't be a more perfect hill for wintertime sledding, snow-shoeing or skating! The expansive fields are currently mowed by a local farmer in exchange for the hay, and Gunderson Road is maintained and plowed by the town. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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Howard Hill Road Andover VT 05143

Andover, VTHoward Hill Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4990111

  • Land
  • Acreage 111
  • PricePerSqFt 10810.81

You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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157 Thompson Road Chester VT 05143

Chester, VT157 Thompson Road

Price$995,000

Est. Mortgage: $/month

MLS Number 5000207

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Welcome to this beautiful historic farm dating back to 1825. At one time known as the Thompson Farm, in 1995 it was purchased by the current owner who lovingly restored it to its former glory. In 1999 it became the "Jersey Girls Farm". Attention was given to retain all of the antique charm, including keeping the original slate roof on main house, all original doors and original wide board floors. The house was also modernized with conveniences such as a new heating system, new wiring, new windows (retaining the original design), and a full array of solar panels to make the house fully self-sufficient. You will find plenty of room and charm inside, beginning with the large country kitchen which includes a working antique Glenwood stove. There's a huge pantry which doubles as a laundry room. The dining room, living room, library, one bedroom, and spacious 1/2 bath complete the downstairs living area. On the second level are 3 large bedrooms and a full bath in the main structure. The expansive master suite even has a spa tub! This room has a 2nd stairway which leads you back to the kitchen. On almost 33 acres of open and wooded land, all of which sits at the end of a town-maintained road. There's a large pond for swimming, fishing, or even kayaking. 5 outbuildings including a nice 1800's 30 x 80 barn! Endless possibilities: small dairy or horse farm, Airbnb, or bed and breakfast. Just 5 minutes to Chester. Shopping, hospital, skiing at Okemo, I-91 - all within 15 - 20 minutes!

Listed by Glenn Olney of Barrett & Valley Associates,Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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994 Dodge Road Chester VT 05143

Chester, VT994 Dodge Road

Price$799,000

Est. Mortgage: $/month

MLS Number 5007861

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Discover this extraordinary property, available for the first time! Nestled on 26 pristine, private acres at the end of a serene road, this 3-bedroom contemporary home is a true gem. Impeccably maintained by its original owners, every detail of this residence has been thoughtfully designed. The home features a welcoming entryway mudroom, a cozy sitting area leading into the dining space, and a spacious kitchen with a granite island, ample cabinets, and extensive counter space. The inviting living room boasts a wood-burning stove, while the main floor includes two large bedrooms, including an ensuite primary. The oversized loft provides the third bedroom and additional office space. Enjoy the expansive, covered wrap-around deck that seamlessly extends your living area outdoors. The property itself is a visual masterpiece with open spaces, exquisite stonework, and several matching outbuildings: an animal barn, an octagon chicken coop, a 2-car garage, and a large storage barn that could easily be transformed into a workshop. Conveniently located just a few miles from town, major ski resorts, and Rt 91, this property offers everything Vermont has to offer. This is truly one of Chester's finest properties - don't miss this rare opportunity!

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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2401 North Hill Road Andover VT 05143

Andover, VT2401 North Hill Road

Price$775,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4996543

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

With an excellent layout, special features and prime location, this four bedroom, two and a half bath cape in Andover is a must see! It sits on 4+ acres of manicured grounds with a babbling brook running through the property. Situated between quintessential Weston and the action of Ludlow, it is easy to access, a peaceful setting surrounded by a natural Vermont landscape. The area is host to winter recreation, summer theatre, waterfalls and hiking trails, all ready for your enjoyment. Discover over 2900 square feet of remarkably finished living space. A chef's kitchen with ample room for entertaining opens out to a lovely patio. The primary suite on the main floor has a walk-in closet and radiant heat in the private bath. Adjoining the primary suite is a screened porch with a large round hot tub, overlooking the beautiful backyard. Large windows take full advantage of the surrounding landscape, including a silhouette of a pretty ridge line at the end of the meadow. Recent upgrades include a solar array and a stand by generator. Say goodbye to pricey electric bills! Vermont Association of Snow Travelers (VAST) trails are easy to access, no trailer needed. Large under-story of garage has direct entry for recreation vehicles. This home is being sold nicely furnished. Move right in and start enjoying this Vermont mountain oasis and all it has to offer. Make a date to see it today!

Listed by Alison Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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665 Route 10 Chester VT 05143

Chester, VT665 Route 10

Price$725,000

Est. Mortgage: $/month

MLS Number 5003697

  • Residential Single Family
  • Full Bath 7
  • Construction Existing
  • Bedrooms 9
  • Bathroom 10

Discover a unique turnkey opportunity with this beautifully updated 1800's farmhouse, perfect for an inn, B&B, short-term rental or wedding venue. Recently renovated, the stunning home combines modern comforts with timeless charm, making it an ideal choice for both private and commercial ventures. As you enter, a grand staircase warmly welcomes you, leading to spacious interiors with original wide board floors. The property has been meticulously insulated and painted, giving it a fresh, contemporary feel. The serene landscape offers a perfect setting for a retreat, ski trip, or wedding. This property is offering 9 large bedrooms, most with ensuite bathrooms. The commercial kitchen, dining room, and separate owner's quarters enhance its functionality. Additionally, the Speak Easy, cozy library, and inviting sitting room offer numerous possibilities for creating a welcoming environment. Outside, the large 2000 sqft barn is ideal for a workshop, studio or event space. The property also features a large parking area, a tranquil pond, and open areas for tents to host weddings, all set on over 10 beautiful acres. The pond is surrounded by tranquil areas to sit and relax and nature watch. Whether you're looking to create a large family home, a thriving B&B, a ski club, or an artist retreat, this versatile property is just 10 minutes from Okemo Mountain and less than 10 minutes from the stunning Victorian village of Chester. Motivated Seller is offering Owner Financing.

Listed by Daire Gibney and Eben Viens of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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686 Green Mountain Turnpike Chester VT 05143

MLS Number 4995602

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

This charming home in Chester combines Vermont's rural charm with modern amenities. Surrounded by the serene beauty of Fox Chair Mountain, it offers an enchanting escape from daily life's hustle and bustle. Within the home, you'll find cozy spaces perfect for relaxation. From the inviting great room that opens onto a beautiful stone patio to the tranquil library, or the large private deck off the primary suite, and even the attached horse barn, there are several private areas to unwind and rejuvenate in this retreat. With two fireplaces and a wood stove, this home ensures comfort year-round. The modern kitchen is central to the flowing home and the porches and stone patio make gathering with friends and family a breeze whether it be an intimate dinner or a large crowd. The home's southern exposure over a stunning alpine valley provides endless opportunities to appreciate Vermont's natural beauty. With a rich history as a working farm, this property is ready for its next chapter. Additionally, beyond the 3-acre home site being offered is the opportunity to own a further 90+/- acres of stunning land with an outdoor riding arena, and perhaps an opportunity to create additional building lots. Whichever you choose you will find yourself poised for the enriching experience of living in this captivating haven. Don't miss the chance to create your sanctuary in Vermont. Schedule a viewing today and explore the possibilities of this pastoral paradise.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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559 Davidson Hill Road Chester VT 05143

Chester, VT559 Davidson Hill Road

Price$699,000

Est. Mortgage: $/month

MLS Number 4996384

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

Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can set and take in the mountain views beyond. Slider leads to the deck combining indoor and outdoor living space. A private den is connected to the family room with French doors and can be opened up for addition living space or closed off for a quiet retreat. Second floor has three generous sized bedrooms, two of which are en suites. There is also a bonus room on the second floor that can be used for crafts, or additional den, home office or playroom. Wired for generator as well. Currently used as a family getaway and Airbnb. Home is located within minutes from year-round outdoor fun. Chester Recreation Center has a beautiful pool and lots of play area too. There are also local swimming holes, lots of hiking trails with lots to do. Just 18 minutes to the ski lifts at Okemo.

Listed by Julie Buffum of Buffum Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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276 Old Stage Road Chester VT 05143

Chester, VT276 Old Stage Road

Price$699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4997178

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

This magnificent newly constructed home has it all! Located in the peaceful Popple Dungeon area of Chester, Vermont, you'll feel a million miles away from the world, nestled within 29 beautifully wooded acres along the South Branch of the Williams River. With just a short walk, you have over 1/4 mile of your very own stream to cool off in. There is no urban glow, little to no traffic, and the sounds of nature all around. The property features a picturesque pond, open pasture, and a par 3, 140-yard range for you to practice your golf swing. The oversized front deck and private deck off the living area provide several options for outdoor entertainment. The grill is hardlined for convenience and the deck is plumbed to add a gas firepit if you desire. Inside, you will find a meticulously designed and constructed home that is both modern yet classic. The living and gathering areas take advantage of the fully windowed facade, offering stunning views of the surrounding countryside from each level of the home. The everchanging views are enchanting at any time of year! The warm hardwood floors throughout, a kitchen island, central air, a standby generator, and a two-car garage truly make this a wonderful family home or vacation getaway. The forest land is enrolled in the Vermont Current Use Program and is managed by a local forester. All you have to do is sit back, relax, and enjoy your serene surroundings. Open House 5/25/2024 10.30PM to 2.30PM.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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43 Lee Way Andover VT 05143

Andover, VT43 Lee Way

Price$695,000

Est. Mortgage: $/month

MLS Number 4973994

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

Turn-key and Central to 4 ski areas, this beautifully renovated Cape sits on 10.5 acres with picturesque views. You'll enjoy the location just 20 minutes to Stratton, Okemo and Bromley. But most importantly, you'll appreciate the new fit and finish: new wood flooring, stone faced hearth, new Kitchenaid appliance package, interior painting and lighting. And it doesn't stop there, new gravel driveway, newly stained decks and covered porch, and new exterior drainage. The house is situated to maximize your southern exposure and the three bedroom/3 bath floor plan is open, spacious and includes an en-suite primary. The large finished bonus room is just that - a BONUS and maximizes the lifestyle options whether you are a weekend warrior and second home owner or plan to make this a full time residence! A full unfinished basement offers the opportunity for finishing. Updated systems include the Buderus furnace and fiber optic VTel provides high speed internet. The double attached heated garage opens to a mudroom.It is not often, that a property is move-in ready. The winter ski season is around the corner and you can be settled in with a cozy and welcoming residence. Showing appointments begin on Saturday.

Listed by Britt Wohler and Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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3011 A East Hill Road Andover VT 05143

Andover, VT3011 A East Hill Road

Price$680,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5000737

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Price Adjustment! This gracious country contemporary, on the market for the first time, was designed and finished by its longtime owners, an industrial designer and an interior designer. Beautifully sited in a landscaped setting on a quiet country road, it enjoys distant mountain views and is protected on all sides by woods with nature trails. The 3 bed/3 bath interior is light and airy with plenty of living and working space including a bonus room used as a bunk room and unfinished space on the top and bottom floors allowing further expansion. There are distinctive and stylish touches exhibiting quality workmanship throughout, including floating stairs, custom built-ins, mahogany paneling in the open concept living/dining room, Saint Charles cabinets in the kitchen, a Rumford fireplace built with vintage bricks, a whirlpool tub, sauna, a workshop space and a darkroom that could be an artists studio or home office. Outdoor living possibilities abound with a wrap-around deck, fire pit, lush gardens and a designer-built shed. Peaceful and private, the property is located just minutes by car from Okemo Mountain and Ludlow's shopping amenities and, in the other direction, from Weston's theater, cafes and The Vermont Country Store. The property is also being offered without the undeveloped land parcel across the road; see MLS 5000110. Come see it in person and discover the many distinctive qualities of this much loved home. All measurements approximate.

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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4877 Vt Route 103 Chester VT 05143

Chester, VT4877 Vt Route 103

Price$648,888

Est. Mortgage: $/month

MLS Number 4986618

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

Looking for the perfect ready to move in home in Vermont? Look no further than this French Provincial meets Vermont cabin centrally located in the quiet town of Chester, Vermont on Route 103. Within an hour drive to 5+ great ski mountains, within 10 minutes to Okemo mountain. House features so many great amenities and improvements--new black/grey roof just installed June 2024, new egress windows, beautiful indoor and outdoor fireplace, outside hot tub, beautiful stone patio, large private deck, 2 car garage, 4 bedrooms (but lots of room for more people), 2 bathrooms, a bonus bunk room, 2 extra lofts for an office or library, extra recreation room, and paved driveway. The house is a short distance to several beautiful lakes and state parks, mountains to hike, near the VAST trails, and interstate 91. Very spacious and also currently a great short term rental income property. And if you happen to lose power there is a 20kw stand-by propane generator ready to go. Call for a showing today! Added bonus is owner is willing to offer financing with 30% down payment to approved buyer.

Listed by Erin Kendall of EXP Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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Spectacular Andover Property with Views, Pond, Power to Site & More

1809 Marsh Hill Road Andover VT 05143

Andover, VT1809 Marsh Hill Road

Price$599,000

Est. Mortgage: $/month

MLS Number 4959138

  • Land
  • Acreage 57.2
  • PricePerSqFt 10472.03
  • Zoning See Andover Zoning

This is a one-of-a-kind legacy property, off the beaten path and accessible to everything that makes Southern Vermont an incredible place to call home. The 57.2 acres offer the perfect mix with hardwoods (maples and more), pine groves, open meadows, a pond spanning apprx 1/4-acre, and spectacular southern views and all-day sunlight. Come build your Vermont dream house and be assured of total seclusion and complete quiet (other than the birds composing Mother Nature's own music). A long, private driveway is already in place and subtly drops you from Marsh Hill Road through the upper wooded section to a beautiful, cleared building site. Electricity is installed and buried the length of the driveway to the building site and approximately 5 acres are cleared and just waiting to be built on. A VT wastewater permit for a total of 6 bedrooms will permit you to build to suit your needs: one spacious home, or perhaps a main house (4-5 BR) and guest house (1-2BR). Spend your summers lazing in the pond, hiking around your hillside, attending Broadway-caliber live theater and music at the nearby Weston Theater Company, picking out the freshest ingredients for your meals at the Londonderry Farmer's Market, and exploring the Green Mountains. In the winter, you can hunker down and enjoy your Vermont home and, for the more active among you, there are four major ski resorts within a 10-35 minutes-drive, Nordic skiing nearby and lots of cozy restaurants to try. Come take a look!

Listed by Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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656 Main Street Chester VT 05143

Chester, VT656 Main Street

Price$599,000

Est. Mortgage: $/month

MLS Number 4998244

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

The Walter Austin House, a 3+ bedroom, 2.5 bath Queen Anne Victorian on .37 +/- acres in the Chester Village is a grand home that blends qualities from the Gilded Age with a more contemporary lifestyle. The first floor features a tiled mudroom, elegant foyer and spacious living room with an attractive marble gas fireplace. Original pocket doors open to the formal dining room. The efficient, classically styled kitchen has a breakfast bar, Corian countertops and accented glass-paned cabinets with a lovely picture window. The inviting Great Room has a cathedral ceiling, skylights and hardwood flooring with radiant heat and features a beautiful palladium-crowned triptych window overlooking the lovely pastoral view which delights in all seasons. The second floor features 3 bedrooms, a spacious bathroom with a clawfoot soaking tub and large tiled walk-in shower. The laundry room with half bath is across the hall and the finished third floor provides a quiet retreat with two finished rooms for office, study or guest overflow. The lovely, private grounds feature a deck with auto awning, a courtyard , a luxurious relaxing hot tub/swim spa, raised garden beds and established flower gardens. In addition to a one car garage, a two story post & beam barn provides additional garage and work space and a second floor rec room or office. Stroll to the Green or play Pickle Ball at the Rec area! Close to skiing, Summer theater, hiking and all the area has to offer. Showings begin on June 2nd.

Listed by Geralyn Donohue of Engel & Volkers Okemo

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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 Depot Street Chester VT 05143

MLS Number 5005895

  • Commercial
  • Year Built 1880
  • Square Feet 4,493
  • PricePerSqFt 132.43

Come and invest in Main Street America with this exceptional village center location! Are you seeking a state-of-the-art building with excellent revenue opportunities? Look no further. This property has been meticulously updated from top to bottom, offering a prime investment opportunity. The first floor features an expansive open space, formerly an art and presentation gallery, equipped with a portable stage, media room, fully equipped kitchen, LED lighting, skylights, decorative walls, and black walnut flooring and currently rented as a wonderful Tea Shop. The second floor includes two fully renovated apartments: a one-bedroom and a two-bedroom, both generating approximately $2,800/month . The lower level is climate-controlled with artist stalls, providing additional storage options. Outside, you'll find a handicap ramp for accessibility and and ADA bathrooms; additionally, a large 1850 barn currently used for storage, adds unique character and potential for further utilization. This one-of-a-kind property is a must-see for investors looking to capitalize on a versatile and modern space with substantial income potential.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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2656 Weston Andover Road Andover VT 05143

Andover, VT2656 Weston Andover Road

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5006484

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1

One of a kind! If you wanted to be 100% off the grid, but in a home that looks & functions like a traditional home, then look no further. This is a special home-from the quiet spot on the Ox Bow with long brook frontage to the handsome architecture & interior detail. No other house will ever be visible, your privacy is protected, but you are minutes from Weston, Chester & Ludlow. The floorplan is incredibly flexible. The main floor has a welcoming mudroom space from the garage or the front entry. From there you enter a giant first floor space. You can create BRs, studio, exercise, recreation, you decide. There is a hidden laundry area and small bedroom on this level. Upstairs you have a gorgeous kitchen, living-dining area. The cabinetry and trim is handsome. With the woodstove you will never want to leave this space! Also on this level is a large bedroom & bathroom. Upstairs there is a loft area. Currently there is a huge woodworking shop above the garage. If you don't need a workshop, turn it into a studio or primary suite. The covered porch across the front is delightful as is the second-floor deck for you to sit & enjoy the sounds of the brook & Mother Nature. The parcel is landscaped around the house & the balance of the land is wooded. Add it to the Vermont Current Use program if you wish. Solar panels, the battery system, radiant propane heat & the generator make the house 100% carefree. Craftsman constructed and lived in full time for 20 years. See attached details.

Listed by Betty McEnaney of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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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643 Route 103 South Chester VT 05143

MLS Number 5002938

  • Commercial
  • Year Built 1979
  • Square Feet 2,504
  • Acreage 175
  • PricePerSqFt 219.61

OPPORTUNITY KNOCKS! This full-scale restaurant is a deli and bakery with catering business with 20 years cliental of loyal patronage. This is a turn-key operation that comes fully equipped and has a beer & wine license for the restaurant and an outside under the tent. Sales includes real estate with 1.8 acres with frontage on Rte. 103 which is the second busiest tourist route in Vermont,

Listed by Don Chabot of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* 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 2024 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 September 18, 2024 7:24 AM EDT