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.

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224 Arrau Road Andover VT 05143

Andover, VT224 Arrau Road

Price$220,000

Est. Mortgage: $/month

MLS Number 4943835

  • Land
  • Acreage 8.53
  • Zoning res

If you are looking for the perfect location to build your Vermont home look no further than this wonderful Andover lot in the green mountains. The best of all worlds is right here. Privacy and seclusion just a short drive to the towns of Weston, Chester and Londonderry. The 8.5 acres has been cleared and is ready to build. Driveway is in place along with a drilled well and septic design for a 4 bedroom home of your choosing. Plenty of cleared acreage for outbuildings and barn if you are looking to have horses or animals. Location is also ideal for the outdoor enthusiast with hiking, snowmobiling, mountain biking, hunting and close proximity to several major ski resorts including, Okemo, Magic, Stratton and Bromley. Come and create your Vermont dream home and experience.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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138 Farrar Road Chester VT 05143

Chester, VT138 Farrar Road

Price$199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4942166

  • Land
  • Acreage 52.29
  • Zoning R-120

52 acres located on close to ski mountains and VAST trails in the quaint town of Chester. This parcel sits on a town-maintained road, with high-speed fiber internet available. The land is in enrolled in the current-use program, which greatly reduces the tax amount due. The seller is working on removing the 5 acre open parcel from CU to allow for building. There is a brook that runs through the east portion of the parcel, with woods surrounding the open area. No permits or tests have been obtained by the seller. Come take a look!

Listed by Heather Gleim of CENTURY 21 MRC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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328 Goodrich Road Chester VT 05143

Chester, VT328 Goodrich Road

Price$135,000

Est. Mortgage: $/month

MLS Number 4932285

  • Land
  • Acreage 1.7
  • Utilities Other
  • Zoning Residential 3 Acres

Seller is ready to pass along this rural property to the next lucky owner. This has been a special place for the Seller and he was hoping to build again since the house burned a few years back. The former house site is level and the drilled well could be reconnected. The septic tank and leach field still exist and there was a wastewater permit with a designed system. Buyer would need to research the process for building and connecting and/or upgrading the septic system. There is a small rustic barn that with some finishing could be used to camp in while building. There is a shed as well. Stone walls, hardwood trees, perennial beds, and power on site. The snowmobile trail is down the hill. There is a quarry at the end of the road. Come and take a look at this special spot in Chester.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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VT Route 103 N Chester VT 05143

Chester, VTVT Route 103 N

Price$125,000

Est. Mortgage: $/month

MLS Number 4918670

  • Land
  • Acreage 3.35
  • Zoning Res. 3 acres

Newly subdivided parcel in Chester, Vermont on the way to Okemo Mountain! Lot 4 is a 3.35 +/- surveyed lot with proposed shared driveway and a private building site set back and elevated from the road. Just out of town, across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic high speed internet available, solar & Tesla potential. Enjoy the town of Chester and all the area has to offer! See mls #4918671 for pricing of Lots 3 & 4 combined.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Trebo Road Chester VT 05142

Chester, VTTrebo Road

Price$125,000

Est. Mortgage: $/month

MLS Number 4937027

  • Land
  • Acreage 23.7
  • Zoning Residential

Just shy of 24 acres, this lot allows privacy while being only 5 miles to Main Street, Chester. And Ludlow, with Okemo Mountain is just a 20 minutes drive. Current owners had put in a culvert and driveway many years ago which has mostly grown over, but provides nice access to walk into the property.

Listed by Brian Gehlich of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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VT Route 103 N Chester VT 05143

Chester, VTVT Route 103 N

Price$119,000

Est. Mortgage: $/month

MLS Number 4918668

  • Land
  • Acreage 3.28
  • Zoning Res 3 acre

Go green with this prime building lot in Chester, Vermont on the way to Okemo Mountain! Lot 3 is a 3.28 +/- surveyed lot with proposed shared driveway and private building site set back and elevated from the road. Just North of the village, across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic internet available. Close to transfer station for solar power and Tesla applications. Enjoy the town of Chester and all it has to offer! See mls # 4918671 for Combined pricing of Lots 3 & 4.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Williams Road Chester VT 05143

Chester, VTWilliams Road

Price$94,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4930860

  • Land
  • Acreage 15
  • Zoning res

This fantastic 15 +/- acre lot is tucked away near the end of a nicely maintained town road just 12 minutes to Chester and quick access to all the local ski resorts making this an ideal location to explore VT. Near hiking and snowmobile trails and the Williams River State forest just around the corner, this is an outdoor enthusiast's dream. With power all along the road just pick where you wish to put your cabin, tiny house or permanent retreat. Come see this charming site today!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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5051 Vermont Route 103 N Chester VT 05143

MLS Number 4946042

  • Residential Single Family
  • Bedrooms 2
  • Square Feet 864
  • Construction Existing
  • Bathroom 1

Close to Ludlow / Okemo, Chester and Springfield. Primary owners only for first 8 days. Investor offers not negotiated until 31st day on market.

Listed by Judith Thompson of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 6 Jillie Lane Chester VT 05143

Chester, VTLot 6 Jillie Lane

Price$85,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4720584

  • Land
  • Acreage 10.11
  • Utilities None
  • Zoning res

10.11 building lot with State approved WW permit available. Located at the end of a cul-de-sac this lot is private yet close to Chester Town Green and only about 10 minutes to Rt 91. Ideal place to build you VT dream home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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58 Remington Road Chester VT 05143

Chester, VT58 Remington Road

Price$80,000

Est. Mortgage: $/month

MLS Number 4936083

  • Land
  • Acreage 2.86
  • Zoning Residential

Take advantage of this outstanding building lot, ready for your new Vermont home. The hard work has been done. Lot has preliminary site work completed including level grass land, twelve-inch deep gravel driveway with culverts, new transformer and underground power, plus VTel fiber internet on site. All permits are in place and ready to build your new home. Two miles from downtown Chester and five minutes to the VAST snowmobile trail system, plus six major ski resorts between a 30 and 60 minute drive, including Okemo, Stratton, and Mount Snow. Building lot is located on a cul-de-sac with access to hiking trails and nearby swimming holes. Average drive is 2.5 hours to Boston and 4.5 hours to NYC, and 2.5 hours to the beaches of Portsmouth NH and Southern Maine. Build here and enjoy all the year-round activities that Vermont has to offer.

Listed by Jarrod Jowdy of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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427 Depot Street Chester VT 05143

Chester, VT427 Depot Street

Price$75,000

Est. Mortgage: $/month

MLS Number 4939797

  • Land
  • Acreage 0.55
  • Area Village
  • Zoning Village Center

Did you ever dream of living in one of Vermont's quaintest villages? Chester is a small New England town with a population of 3,144, centrally located, and in close proximity to several ski areas including Okemo, Stratton, and Killington. This village lot is a stones throw north to Smitty's Market, established in 1849, where you will find craft beers, farm raised meats, local baked goods and fresh produce. To the south, you will find Chester's historic town common with restaurants, artistic and antique boutiques, the Fullerton Inn and more. Did you ever think to build a village home and open a home based business such as a day care or art studio? Depot Street brings travelers in both directions daily so your exposure without advertising is abundant. Water and sewer have been established on the property and the lot is improved given its former use so bring your ideas. The possibilities are ample.

Listed by Leila Tarantelli of KW Coastal and Lakes & Mountains Realty/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 14 Remmington Road Chester VT 05143

Chester, VTLot 14 Remmington Road

Price$65,000

Est. Mortgage: $/month

MLS Number 4947096

  • Land
  • Acreage 15.5
  • Zoning Res

Wonderful opportunity to own 15.5 acres just outside of the Town of Chester. Minutes to the 91 Freeway. Resorts and shopping within a short drive. Come and walk this land to see if it will inspire you to build your dream. Lot is subject to some Act 250 restrictions.

Listed by Bob Maisey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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$57,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4905920

  • Land
  • Acreage 4.24
  • Utilities None
  • Zoning res

Tucked away in the quaint hills of Andover Vermont this lot has the potential for a great campsite or with some development a beautiful building lot. Made up of two 2+ Acre lots the site has two entry points onto each parcel from Howard Hill Road. A long level area along the road frontage offers more than one potential house site. Or, if you wish to move up deeper into the lot to capture hillside views the gentle rolling landscape can be easily reimagined. Ideally located close to all of southern Vermont's year round attractions this site will be perfect to put down some roots.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Vermont Route 11 West Chester VT 05143

Chester, VTVermont Route 11 West

Price$39,000

Est. Mortgage: $/month

MLS Number 4927572

  • Land
  • Acreage 6.74
  • Utilities None
  • Zoning Residential

Great opportunity to nestle into a quiet, wooded spot between Chester & Londonderry. 6.74 acre building lot on VT Rte. 11. Power available along the east side of the parcel.

Listed by Suzanne Garvey and McLaughlin Team of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Mattson Road Chester VT 05143

Chester, VTMattson Road

Price$38,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4927135

  • Land
  • Acreage 2.27
  • Zoning res

Lovely 2.27 acre lot on a quiet unpaved road only about 4 miles to the town of Chester and and 10 minutes to Okemo. Ideal location for building your Vermont home. Lot has some clearing but is mostly wooded and private. Wastewater permit for a 4 bedroom home is in place. Come and take a look.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Remington Road Chester VT 05143

Chester, VTRemington Road

Price$35,000

Est. Mortgage: $/month

MLS Number 4865354

  • Land
  • Area Neighborhood
  • Acreage 5.51
  • Zoning Residential

On Remington Road, just outside the quaint Town of Chester, sit 11 beautiful properties on which to build your dream home! Each lot is unique, varying in size from 1.16 acres to 15.51 acres. Each lot is wooded from route 103 and Remington Road intersection to the end of the cul-de-sac. Come and take a look at these affordable lots in between interstate 91 and local ski areas. First time on the market with new ownership. The seller is a licensed real estate agent .

Listed by Mickey Gelineau of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Remington Road Chester VT 05143

Chester, VTRemington Road

Price$25,000

Est. Mortgage: $/month

MLS Number 4865285

  • Land
  • Area Neighborhood
  • Acreage 1.16
  • Zoning Residential

On Remington Road, just outside the quaint Town of Chester, sit 11 beautiful properties on which to build your dream home! Each lot is unique, varying in size from 1.16 acres to 15.51 acres. Each lot is wooded from route 103 and Remington Road intersection to the end of the cul-de-sac. Come and take a look at these affordable lots in between interstate 91 and local ski areas. First time on the market with new ownership.The seller is a licensed real estate agent.

Listed by Mickey Gelineau of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Remington Road Chester VT 05143

Chester, VTRemington Road

Price$25,000

Est. Mortgage: $/month

MLS Number 4865310

  • Land
  • Area Neighborhood
  • Acreage 1.34
  • Zoning Residential

On Remington Road, just outside the quaint Town of Chester, sit 11 beautiful properties on which to build your dream home! Each lot is unique, varying in size from 1.16 acres to 15.51 acres. Each lot is wooded from route 103 and Remington Road intersection to the end of the cul-de-sac. Come and take a look at these affordable lots in between interstate 91 and local ski areas. First time on the market with new ownership. The seller is a licensed real estate agent.

Listed by Mickey Gelineau of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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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Remington Road Chester VT 05143

Chester, VTRemington Road

Price$25,000

Est. Mortgage: $/month

MLS Number 4865321

  • Land
  • Area Neighborhood
  • Acreage 1.64
  • Zoning Residential

On Remington Road, just outside the quaint Town of Chester, sit 11 beautiful properties on which to build your dream home! Each lot is unique, varying in size from 1.16 acres to 15.51 acres. Each lot is wooded from route 103 and Remington Road intersection to the end of the cul-de-sac. Come and take a look at these affordable lots in between interstate 91 and local ski areas. First time on the market with new ownership. The seller is a licensed real estate agent.

Listed by Mickey Gelineau of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 30, 2023
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2023 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 March 31, 2023 5:24 PM EDT