Homes in ZIP Code 05143

• 

  

  

  /5

  $80,000

  • Land
  • 4.3 Acres
  • $18,605 per Acre

  00 N Hill Rd, Andover, VT 05143

  The first step in building your Vermont Dream home is finding the perfect piece of land. Look no further! Situated on quiet country road of North Hill this parcel offers great building site, quiet location, easy access to skiing at Vail/Okemo resort (only minutes away), VAST access, close to Weston village with the Vermont Country Store and the Weston Playhouse. Soil tests were conducted years

  Lisa Kelley Cummings & Co

  00 N Hill Rd, Andover, VT 05143
• 

  

  

  /26

  $311,688 Sold May 30, 2025

  • 2,702 Sq Ft
  • $115/SF
  • 387 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1850

  3590 Vt 103, Chester, VT 05143

  Fully furnished! Thoughtfully upgraded home on .89 acres located in the beautiful area of Gassetts in Chester, Vermont. Easy access to I-91, 10 minutes to Okemo, 20 minutes to Magic Mountain, 30 minutes to Bromley, 40 minutes to Killington and under an hour drive to Stratton ski resort. This three bedroom, two bathroom home has an open concept. Two bedrooms on the second floor and one bedroom

  Jessica Samples BHG Masiello Keene

  3590 Vt 103, Chester, VT 05143
• 

  

  

  /10

  Est $317,251 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,214 Sq Ft

  784 Vt Route 103 N, Chester, VT 05143

  784 Vt Route 103 N, Chester, VT 05143
• 

  

  

  /14

  $259,000

  • Land
  • 8.53 Acres
  • $30,363 per Acre

  224 Arrau Rd, Andover, VT 05143

  If you're searching for a slice of paradise, look no further than this Hidden Gem. Nestled in the heart of Vermont’s picturesque Green Mountains, this Andover lot offers everything you’ve been dreaming of. With the perfect blend of privacy and convenience, you’ll find peace and quiet paired with a short drive from the charming towns of Ludlow, Weston, Chester, and Londonderry. Spanning 8.53

  Thaddeus Abare Barrett and Valley Associates Inc.

  224 Arrau Rd, Andover, VT 05143
• 

  

  

  /54

  $540,000 Sold May 23, 2025

  • 1,456 Sq Ft
  • $371/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  316 Little Pond Rd, Chester, VT 05143

  Charming Vermont Chalet for Sale in the township of Andover- 11.48 Private Acres near Ski Resorts & Lowell Lake State ParkExperience the best of rural character blended with the finest in modern amenities in this well-cared-for Vermont chalet. This charming retreat is ideal as a ski house, investment property, or full-time getaway.Inside, you’ll find an open-plan living space with vaulted

  Nick Sicard EXP Realty

  316 Little Pond Rd, Chester, VT 05143
• 

  

  /40

  Est $232,655 Not Listed For Sale

  • 7 Beds
  • 8 Baths
  • 4,475 Sq Ft

  244 Main St, Chester, VT 05143

  244 Main St, Chester, VT 05143
• 

  

  /18

  $196,000

  • Land
  • 32 Acres
  • $6,125 per Acre

  100 Stagecoach Rd, Town of Rockingham, VT 05156

  A very cool cabin on a beautiful, ultimate private 32 +/- acres. The cabin is 400 square feet with a spacious loft. The deck faces east to very pretty CT River Valley Views. There is no water or power, only an outhouse and woodstove for Vermont getaways, a hunting camp or snowmobile extremists. Seller has invested roughly $30,000 into improving Stagecoach Rd. Property is enrolled in the current

  Kristen Ziter Taylor Brattleboro Area Realty

  100 Stagecoach Rd, Town of Rockingham, VT 05156
• 

  

  /60

  $400,000 Sold May 19, 2025

  • 2,960 Sq Ft
  • $135/SF
  • 166 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1844

  196 North St, Chester, VT 05143

  The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a

  Geralyn Donohue Engel & Völkers Okemo

  196 North St, Chester, VT 05143
• 

  

  /39

  Est $394,424 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  160 Peck Rd, Chester, VT 05143

  160 Peck Rd, Chester, VT 05143
• 

  

  /36

  $495,000

  • 6 Beds
  • 5 Baths
  • 3,217 Sq Ft

  423 Main St, Chester, VT 05143

  Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing

  Betty McEnaney Diamond Realty

  423 Main St, Chester, VT 05143
• 

  

  /40

  $640,000 Sold May 16, 2025

  • 2,752 Sq Ft
  • $233/SF
  • 113 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2024

  1873 Brockway Mills Rd, Chester, VT 05143

  This beautifully renovated 5-bedroom, 3-bathroom home offers a perfect blend of modern living and serene surroundings. Abuts over 2000 acres of undeveloped forest which offers direct access to the VAST trail system and unlimited hiking. With a large portion of the home newly built, it provides an expansive and updated interior featuring a spacious open-concept kitchen, dining, and living

  Heather Gleim CENTURY 21 North East

  1873 Brockway Mills Rd, Chester, VT 05143
• 

  

  /34

  Est $913,110 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,221 Sq Ft

  835 Quarry Rd, Chester, VT 05143

  835 Quarry Rd, Chester, VT 05143
• 

  

  /18

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  26 Dorman Rd, Andover, VT 05143

  Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a

  Daire Gibney Barrett and Valley Associates Inc.

  26 Dorman Rd, Andover, VT 05143
• 

  

  /37

  $600,000 Sold May 09, 2025

  • 2,076 Sq Ft
  • $289/SF
  • 575 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2008

  43 Lee Way, Andover, VT 05143

  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

  Britt Wohler

  43 Lee Way, Andover, VT 05143
• 

  

  /27

  Est $387,417 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,412 Sq Ft

  837 Vt Route 11 W, Chester, VT 05143

  837 Vt Route 11 W, Chester, VT 05143
• 

  

  /21

  $135,000

  • Land
  • 13.34 Acres
  • $10,120 per Acre

  00 Hill Top Rd, Andover, VT 05143

  If you're searching for the perfect lot to build your dream home, this 13+ acre property could be just what you've been looking for! Nestled on a peaceful road, this expansive lot offers a prime opportunity to create your ideal home while staying close to top local attractions, including the stunning mountains of Okemo, Stratton, Magic, and Bromley. With permits already in place for a

  Flex Realty Group Flex Realty

  00 Hill Top Rd, Andover, VT 05143
• 

  

  /48

  $412,000 Sold Apr 30, 2025

  • 1,990 Sq Ft
  • $207/SF
  • 142 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1895

  102 Church St, Chester, VT 05143

  A classic, easy maintenance four bedroom, two bath home in Chester village on .12 acres +/-, within walking distance to the Village Green for summer concerts, restaurants and shopping. The front porch is a focal point and a great way to meet your neighbors and passersby on the walking loop. The first floor features a large foyer, spacious living room, large dining room with corner built-in and

  Geralyn Donohue Engel & Völkers Okemo

  102 Church St, Chester, VT 05143
• 

  

  /33

  Est $680,241 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  50 Goldthwaite Rd, Chester, VT 05143

  50 Goldthwaite Rd, Chester, VT 05143
• 

  

  /22

  $275,000

  • Land
  • 91 Acres
  • $3,022 per Acre

  000 Green Mountain Turnpike, Andover, VT 05143

  91± Acres with Stunning Mountain Views in Chester, VermontDiscover a breathtaking 91± acre property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this

  Daire Gibney Barrett and Valley Associates Inc.

  000 Green Mountain Turnpike, Andover, VT 05143
• 

  

  /52

  $1,850,000 Sold Apr 30, 2025

  • 3,779 Sq Ft
  • $490/SF
  • 220 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1972

  1328 Chandler Rd, Chester, VT 05143

  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

  Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  1328 Chandler Rd, Chester, VT 05143
• 

  

  /39

  Est $855,516 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,308 Sq Ft

  76 Goldthwaite Rd, Chester, VT 05143

  76 Goldthwaite Rd, Chester, VT 05143
• 

  

  /41

  $6,950,000

  • 8 Beds
  • 7.5 Baths
  • 10,062 Sq Ft

  3800 Weston-Andover Rd, Andover, VT 05143

  Escape to Moosewalk Lane, a fully furnished and equipped luxury estate in Andover, Vermont, set on 384 acres in the iconic Green Mountains. This one of a kind property offers a rare blend of seclusion, natural beauty, and timeless craftsmanship. The custom built 10,062 square foot main house features an expansive open concept design. Crafted with post and beam timber frame construction, the

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  3800 Weston-Andover Rd, Andover, VT 05143
• 

  

  /43

  $400,000 Sold Apr 25, 2025

  • 1,800 Sq Ft
  • $222/SF
  • 106 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1984

  3057 Vt Route 11 E, Chester, VT 05143

  Unique Chester property on 10.08+/- acres with home business potential! This 3 bedroom, 1.5 bath Contemporary has lovely grounds that feature a pond, landscaped rock gardens, a vegetable garden and ample open space for more gardening endeavors. The detached 3-bay garage offers multiple large spaces and oversized doors. Whether you are an artist, contractor, carpenter or mechanic, the high

  Geralyn Donohue Engel & Völkers Okemo

  3057 Vt Route 11 E, Chester, VT 05143
• 

  

  /19

  Est $200,290 Not Listed For Sale

  • 2 Beds
  • 500 Sq Ft

  83 Potash Brook Rd, Chester, VT 05143

  83 Potash Brook Rd, Chester, VT 05143
• 

  

  /21

  $185,000

  • Land
  • 13.96 Acres
  • $13,252 per Acre

  0 Valley View Dr Unit 5009431, Andover, VT 05143

  This piece of land offers a unique combination of privacy and expansive long-range views at an elevation of 2000+ feet, making it an ideal location for your dream home in Southern Vermont. Nestled within a serene community of fine homes, this lot is one of the few remaining opportunities to build in this desirable area. The land has a waste water permit and comes with a community leach field

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  0 Valley View Dr Unit 5009431, Andover, VT 05143
• 

  /2

  $330,000 Sold Apr 22, 2025

  • 2,008 Sq Ft
  • $164/SF
  • 318 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1850

  117 S Main St, Chester, VT 05143

  Opportunity awaits! This three-unit property has been very well maintained with 2 of the units being recently renovated and refreshed ready to be rented. The outside has recently been painted aswell and is ready to be owner occupied or rented out. This investment features an in-town location within walking distance to shopping, restaurants and local conveniences. This property also includes

  Thaddeus Abare Barrett and Valley Associates Inc.

  117 S Main St, Chester, VT 05143
• 

  

  /3

  Est $278,610 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,746 Sq Ft

  146 Logan Dr, Chester, VT 05143

  146 Logan Dr, Chester, VT 05143
• 

  

  /24

  $95,000

  • Land
  • 10.4 Acres
  • $9,135 per Acre

  0 Snell Rd, Chester, VT 05143

  This rolling, wooded 10.4+/- acre surveyed parcel in Chester offers 244 feet of road frontage and gently rolling land with a mix of hardwoods and pine. A lovely stream meanders through the property which is also dotted with interesting large boulders and old stone walls. If you are looking for privacy, there is potential for a secluded home site set back from the road. Utility pole is at the road

  Geralyn Donohue Engel & Völkers Okemo

  0 Snell Rd, Chester, VT 05143
• 

  

  /34

  $340,000 Sold Mar 27, 2025

  • 2,220 Sq Ft
  • $153/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  489 Main St, Chester, VT 05143

  This beautifully renovated farmhouse offers a perfect mix of classic charm and modern updates, located just a short distance from the historic town green, shopping, and dining. The home features a spacious living room and cozy family room, providing plenty of space for both relaxation and entertainment. A dining area off the modern kitchen is perfect for family meals or hosting guests. The wood

  Gary Coger Four Seasons Sotheby's Int'l Realty

  489 Main St, Chester, VT 05143
• 

  

  /19

  Est $365,071 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  100 Fletcher Hill Rd, Chester, VT 05143

  100 Fletcher Hill Rd, Chester, VT 05143
• 

  

  /27

  $219,000

  • Land
  • 27.8 Acres
  • $7,878 per Acre

  00 Quarry Rd, Chester, VT 05143

  Discover your perfect Vermont getaway on this exceptional 27.8± acre hillside parcel in picturesque Chester, Vermont. Offering sweeping mountain views, privacy, and endless possibilities, this property is ready for your vision. With an approved Vermont state wastewater permit for a 4-bedroom home, you can begin designing your dream family retreat or vacation home right away. A cleared preliminary

  Geralyn Donohue Engel & Völkers Okemo

  00 Quarry Rd, Chester, VT 05143
• 

  

  /39

  $385,000 Sold Mar 20, 2025

  • 1,518 Sq Ft
  • $254/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  2240 Baltimore Rd, Chester, VT 05143

  Charming Vermont Retreat Near Okemo MountainNestled in the serene hills of Baltimore, Vermont, this welcoming property offers a perfect blend of privacy and proximity to outdoor adventure. Just a short drive to Okemo Mountain, this home is a nature lover’s dream.This well-maintained home features a thoughtful layout with a bedroom on each level, including a walkout basement that could serve as a

  Morriah Adams BHG Masiello Brattleboro

  2240 Baltimore Rd, Chester, VT 05143
• 

  

  /26

  Est $333,578 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  154 Fletcher Hill Rd, Chester, VT 05143

  154 Fletcher Hill Rd, Chester, VT 05143
• 

  

  /35

  $295,000 New Construction

  • 2 Beds
  • 1 Bath

  2137 Brockway Mills Rd, Town of Rockingham, VT 05143

  A beautiful property needing someone to either do a barn to house conversion or build new on a scenic spot toward the back of the field which overlooks the barns, field, and hills beyond. This was a dairy farm years ago, and the barn still has some stanchions in place. Not a property for anyone to move right into since it needs finishing. This is more suited to a cash sale or special financing.

  Glenn Olney Barrett and Valley Associates Inc.

  2137 Brockway Mills Rd, Town of Rockingham, VT 05143
• 

  

  /10

  $150,000 Sold Mar 07, 2025

  • Land
  • 10.18 Acres
  • $14,735 per Acre

  • 468 Days On Market

  0 Spruce Dr Unit 4973323, Andover, VT 05143

  Nestled in the picturesque town of Andover, Vermont, this remarkable 10+ acre parcel of land offers an unparalleled opportunity to create your dream retreat amidst the tranquility of nature. Located on a quiet country road, this parcel is a blank canvas for your vision of a rustic escape. An easy commute to the towns of Chester, Ludlow, and Londonderry for shopping, restaurants, and exploring,

  Alan DeAngelo Element Real Estate

  0 Spruce Dr Unit 4973323, Andover, VT 05143
• 

  

  /21

  Est $433,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  289 Fletcher Hill Rd, Chester, VT 05143

  289 Fletcher Hill Rd, Chester, VT 05143
• 

  

  /38

  $749,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  717 Horsenail Hill Rd, Chester, VT 05143

  Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances.The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious

  Robin Apps Four Seasons Sotheby's Int'l Realty

  717 Horsenail Hill Rd, Chester, VT 05143
• 

  

  /30

  $210,000 Sold Feb 12, 2025

  • 1,332 Sq Ft
  • $158/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  41 Miller Rd, Putney, VT 05346

  Unique Contemporary design seasonal cottage on 10.1 acres in a private serene location at the end of an old road. The central octagon portion of the building contains the spacious kitchen and a large open concept living/dining room with woodstove. This large south-facing room has a slider that opens into a small patio area overlooking the immense front lawn. To the east and west are 2 wings off

  Steve Schoppmeyer BHG Masiello Brattleboro

  41 Miller Rd, Putney, VT 05346
• 

  

  /38

  Est $368,851 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,426 Sq Ft

  13 Logan Dr, Chester, VT 05143

  13 Logan Dr, Chester, VT 05143
• 

  

  /32

  $159,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  1436 Route 103, Chester, VT 05143

  This property has so much potential! Enjoy the level and openness of this lot, with a good size barn for storage or workshop space and plenty of room for all your gardening wants and needs. This property is being sold as-is with many items conveying with the property.

  Thaddeus Abare Barrett and Valley Associates Inc.

  1436 Route 103, Chester, VT 05143

Showing Results 121 - 160, Page 4 of 18