Recently Sold Chester, VT Homes

• 

  

  

  /59

  $669,000 Sold Sep 04, 2025

  • 2,605 Sq Ft
  • $257/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  31 Palmer Rd, Chester, VT 05143

  This is not your typical Vermont farmhouse—it’s far better. Surrounded by rolling fields and pastoral views, this beautifully updated home combines classic country charm with modern ease. Inside, you’ll find a warm, sunlit layout anchored by a stunning chef’s kitchen featuring high-end Viking appliances, granite counters, and custom cabinetry. The spacious primary suite is a luxurious retreat,

  Daire Gibney Barrett and Valley Associates Inc.

  31 Palmer Rd, Chester, VT 05143
• 

  

  /2

  $229,000 Sold Aug 29, 2025

  • 840 Sq Ft
  • $273/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  87 Kevadus Cir, Chester, VT 05143

  This property features an open extended lot with a large private covered deck and expansive backyard. The interior of this home has just been painted Aswell as new carpet throughout. The oversized 1 car garage is great for extra storage or a small work shop. This turn key home could be perfect for someone looking to downsize or a starter home.

  Thaddeus Abare Barrett and Valley Associates Inc.

  87 Kevadus Cir, Chester, VT 05143
• 

  

  

  /59

  $910,000 Sold Aug 28, 2025

  • 3,739 Sq Ft
  • $243/SF
  • 105 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1989

  1502 Popple Dungeon Rd, Chester, VT 05143

  Welcome to paradise! Enjoy all four seasons in this handsome, 1989 colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of

  Betty McEnaney Diamond Realty

  1502 Popple Dungeon Rd, Chester, VT 05143
• 

  

  

  /36

  $1,400,000 Sold Aug 27, 2025

  • 2,614 Sq Ft
  • $536/SF
  • 42 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2011

  938 Stigers Rd, Chester, VT 05143

  Welcome to 938 Stigers Road, a masterpiece in the mountains! Discover a stunning fusion of artistry and craftsmanship in this exquisite timber frame home, tucked away in the serene beauty of the mountains.This residence is the inspired creation of a visionary artist and a skilled builder, resulting in a one-of-a-kind retreat where design and nature are in perfect harmony.Fall in love with

  Liz Moore Four Seasons Sotheby's Int'l Realty

  938 Stigers Rd, Chester, VT 05143
• 

  

  

  /60

  $475,000 Sold Aug 27, 2025

  • 5,546 Sq Ft
  • $86/SF
  • 36 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1850

  472 Main St, Chester, VT 05143

  The Laurin Whiting House, circa 1850, is a Greek Revival style home with 5 bedrooms and 7 baths on 1 +/- acre. The curved, multi-bay veranda wraps around the front of the house with neo-classical columns and an oculus that punctuates the front gable end. A light-filled living room has French doors that open to the lovely porch and adjoin a large bedroom and full bath. The formal dining room

  Geralyn Donohue Engel & Völkers Okemo

  472 Main St, Chester, VT 05143
• 

  

  /41

  $327,500 Sold Aug 21, 2025

  • 1,400 Sq Ft
  • $234/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  769 Davidson Hill Rd, Chester, VT 05143

  Simplify your life and reconnect with nature in this peaceful Chester home. Set on over 5 private acres, this 3-bedroom ranch offers easy, one-level living surrounded by Vermont’s natural beauty. Whether you're seeking a low-maintenance primary residence, a country getaway, or a downsizing opportunity, this home delivers comfort without complication. From the wheelchair-accessible ramp to the

  Frank Provance Diamond Realty

  769 Davidson Hill Rd, Chester, VT 05143
• 

  

  /31

  $600,000 Sold Aug 18, 2025

  • 2,747 Sq Ft
  • $218/SF
  • 71 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  350 Farrar Rd, Chester, VT 05143

  ~Price correction~ Looking for a peaceful escape with plenty of space to spread out? This inviting home sits on a quiet dirt road, just minutes from the heart of Chester Village and close to all the best things Vermont has to offer—skiing, hiking, swimming, and more. This property is perfect as a Primary home, vacation home or can be used as a short-term rental.Inside, there’s tons of

  Linda Benoit Highland Realty

  350 Farrar Rd, Chester, VT 05143
• 

  

  /60

  $677,000 Sold Aug 15, 2025

  • 2,456 Sq Ft
  • $276/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1878

  3236 Weston-Andover Rd, Chester, VT 05143

  Set on a stunning, level 7.38-acre parcel, this beautifully updated farmhouse is turnkey and full of character, comfort, and space! The convenient mudroom offers built-in shelving for your gear and leads into a lovely country kitchen featuring handmade cabinetry, granite countertops, a butcher block island, and a cozy breakfast bar. Step out to the charming front porch to enjoy your morning

  Mendi Michael Engel & Völkers Okemo

  3236 Weston-Andover Rd, Chester, VT 05143
• 

  

  /42

  $315,000 Sold Aug 06, 2025

  • 1,566 Sq Ft
  • $201/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  4150 Trebo Rd, Chester, VT 05143

  This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth.

  Alexandra Eatmon Kelley Real Estate, Inc.

  4150 Trebo Rd, Chester, VT 05143
• 

  

  /16

  $285,000 Sold Jul 31, 2025

  • 988 Sq Ft
  • $288/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  358 Maple Ridge Rd, Chester, VT 05143

  This two-bedroom, plus children's loft, is located on 2.1, open and wooded, acres on a dead-end road. It blends seclusion and privacy and is only fifteen minutes to the resort town of Ludlow. House, also, features vinyl siding with a separate, insulated two-car garage. This is a MUST SEE!!

  Gale Alger Alger Real Estate Agency

  358 Maple Ridge Rd, Chester, VT 05143
• 

  

  /57

  $399,000 Sold Jul 31, 2025

  • 1,080 Sq Ft
  • $369/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  387 Weston-Andover Rd, Chester, VT 05143

  Nestled on a peaceful hillside in the town of Andover, this well-maintained home offers the soothing sounds of the Andover Branch River as your daily backdrop. Enjoy the ease of one-level living with three bedrooms, a full bathroom, and a comfortable main living space perfect for relaxing or entertaining.The walkout basement adds even more potential. Already underway is a second full

  Jessica Citera Cummings & Co

  387 Weston-Andover Rd, Chester, VT 05143
• 

  

  /27

  $259,000 Sold Jul 31, 2025

  • 1,488 Sq Ft
  • $174/SF
  • 126 Days On Market

  • Built 1950

  442 Elm St, Chester, VT 05143

  Terrific in town property is being offered! Two units in one building! One unit offers one bedroom and 3/4 bath open concept living and kitchen area. Second unit offers two bedrooms, living room, 3/4 bath and updated kitchen! Walk to amenities in Chester Depot including of course the train, Smitty's market and salon! Chester village less than one mile away as well.

  Lisa Kelley Cummings & Co

  442 Elm St, Chester, VT 05143
• 

  

  /36

  $425,000 Sold Jul 30, 2025

  • 1,360 Sq Ft
  • $312/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  115 Orcutt Dr, Chester, VT 05143

  This charming village home in Chester, located on a peaceful dead-end street, offers a fantastic blend of comfort and convenience. The house has been meticulously maintained both inside and out. It boasts a spacious double lot with beautiful gardens and fruit trees. Inside, you'll find two bedrooms plus a versatile den, providing ample living space. The kitchen has been doubled in size with walls

  Joseph Karl William Raveis Real Estate Vermont Properties

  115 Orcutt Dr, Chester, VT 05143
• 

  /2

  $250,000 Sold Jul 16, 2025

  • 966 Sq Ft
  • $259/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1942

  186 Mountain View, Chester, VT 05143

  This Charming, well appointed home has much to offer! This turn key home is tucked away in a great location and neighborhood in walking distance to shops, food options and schools. The home itself has been updated and features many positives like almost all double pane windows, a recently redone paved driveway, an updated mudroom area, a metal standing seam roof, and much more. With a good size

  Thaddeus Abare Barrett and Valley Associates Inc.

  186 Mountain View, Chester, VT 05143
• 

  

  /19

  $85,000 Sold Jul 16, 2025

  • Land
  • 47 Acres
  • $1,817 per Acre

  • 195 Days On Market

  0 Hall Rd, Chester, VT 05143

  Private and secluded 46.77 acre wooded lot in Chester, VT.Property is in the current use program.The east side of the property runs along the Chester/Springfield line.15 minutes to I-91 and within driving distance to Okemo, Stratton, Magic & Bromley Ski Mountains.There is a slight view on the north east side of the property. There is a deeded ROW that is not maintained. This lot

  Jessica Samples BHG Masiello Keene

  0 Hall Rd, Chester, VT 05143
• 

  

  /58

  $373,000 Sold Jul 10, 2025

  • 2,919 Sq Ft
  • $128/SF
  • 61 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1810

  270 North St, Chester, VT 05143

  Nestled in one of Vermont’s historic locations, Chester’s Stone Village offers timeless charm and rich character. This classic Federal-style home—featuring brick ends and a clapboard front—could be your next residence or vacation retreat. While this brick sided inviting 4-bedroom, 2-bath home isn’t built of stone, it belongs to a rare collection of nine homes and a church constructed in the 1830s

  Joseph Karl William Raveis Real Estate Vermont Properties

  270 North St, Chester, VT 05143
• 

  /2

  $421,833 Sold Jul 10, 2025

  • 2,068 Sq Ft
  • $204/SF
  • 50 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  332 Hidden Heights Rd, Chester, VT 05143

  This charming multi-level home provides 4 bedrooms and a variety of places to find private space for quiet. Also a large open recreation room which includes a full size pool table/table tennis table and dry bar. Located just 3 miles from the charming Town of Chester. An easy drive to Bromley Mt, Magic Mt and Okemo, this makes a great home for an active family. Beautiful views from the deck

  John Tolosky Barrett and Valley Associates Inc.

  332 Hidden Heights Rd, Chester, VT 05143
• 

  /2

  $350,000 Sold Jun 25, 2025

  • 1,584 Sq Ft
  • $221/SF
  • 82 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  198 Coach Rd, Chester, VT 05143

  Imagine a home so inviting and comfortable, you'd never want to leave. Welcome to this practical and low-maintenance ranch-style home, perfectly designed for both relaxation and entertainment. Step inside and be greeted by the beautifully updated living room, bathed in natural light and warmed by a cozy wood stove—a haven during those chilly Vermont winters.This house isn't just a place to live;

  Daire Gibney Barrett and Valley Associates Inc.

  198 Coach Rd, Chester, VT 05143
• 

  /2

  $30,000 Sold Jun 04, 2025

  • Land
  • 0.50 Acre
  • $60,000 per Acre

  • 208 Days On Market

  206 Cummings Rd, Chester, VT 05143

  This Property features a mostly level lot with a cottage situated above the road in a private, yet easily accessed and convenient location. It is just walking distance from Chester Depot and the Chester Village Green.Currently there is no septic or well, it may appeal as a great camping spot in the beginning. It might just become the perfect location to develop, as a full time place to be!

  Thaddeus Abare Barrett and Valley Associates Inc.

  206 Cummings Rd, Chester, VT 05143
• 

  

  /50

  $950,000 Sold May 30, 2025

  • 3,175 Sq Ft
  • $299/SF
  • 263 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1907

  218 Gunderson Rd, Chester, VT 05143

  This quintessential 4 bedroom (with a septic permit for up to 5 bedrooms)/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

  Joseph Karl William Raveis Real Estate Vermont Properties

  218 Gunderson Rd, Chester, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /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

  $270,000 Sold Feb 05, 2025

  • 1,005 Sq Ft
  • $269/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  203 Marcs Dr, Chester, VT 05143

  Escape to this charming log cabin, tucked away on a quiet dead-end road. With an attached two-car garage and a small horse barn, this property is perfect for those seeking a blend of rustic charm and practicality. Inside, you’ll find a thoughtfully designed two-bedroom, one-bathroom layout with an airy open floor plan. The kitchen and living room flow seamlessly together, centered around a wood

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  203 Marcs Dr, Chester, VT 05143
• 

  

  /53

  $499,000 Sold Feb 03, 2025

  • 2,650 Sq Ft
  • $188/SF
  • 229 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1820

  566 Simonsville Rd, Chester, VT 05143

  The historic Jaquith House is located in the Andover settlement of Simonsville on Rte 11. This historical brick federal 3 bedroom, 2.5 bath home on 6.85 +/- acres has potential for either a vacation home with guest house, year round residence or investment property. The two story double-walled brick home has original features such as eyebrow windows and 3 chimneys and has been thoughtfully

  Geralyn Donohue Engel & Völkers Okemo

  566 Simonsville Rd, Chester, VT 05143
• 

  

  /5

  $22,000 Sold Jan 31, 2025

  • Land
  • 3.28 Acres
  • $6,707 per Acre

  • 211 Days On Market

  0 Remington Rd Unit 9 4997325, Chester, VT 05143

  REUCDUED OVER $10,000.00, PRICED TO SELL! Lot #9 is one of the larger lots in the lower subdivision. It includes a pond that is maintained by the association with a fire hydrant to reduce insurance costs. Roughed in driveway and cleared building site make this a breeze to start construction. The lot is terraced with a nice buffer of trees for privacy. Come take a look today! PLEASE NOTE THERE

  Frank Provance Diamond Realty

  0 Remington Rd Unit 9 4997325, Chester, VT 05143
• 

  

  /6

  $23,000 Sold Jan 31, 2025

  • Land
  • 1.64 Acres
  • $14,024 per Acre

  • 215 Days On Market

  0 Remington Rd Unit 8 4996410, Chester, VT 05143

  REUCDUED $10,000.00 PRICED TO SELL! Just a mile to the quintessential downtown of Chester is this beautiful lot in the Remington subdivision. This 1.64 acre lot has exceptional views! The terraced lot is ideal for a walk out lower level to a what could be a flat lush lawn with fire pit, swing set, horseshoe pits or all of the above! This is a great value with a million dollar view! Under

  Frank Provance Diamond Realty

  0 Remington Rd Unit 8 4996410, Chester, VT 05143
• 

  

  /5

  $20,000 Sold Jan 30, 2025

  • Land
  • 1.34 Acres
  • $14,925 per Acre

  • 207 Days On Market

  0 Remington Rd Unit 6 4996522, Chester, VT 05143

  REUCDUED ALMOST $10,000.00, PRICED TO SELL! This affordable lot has under ground power and a permitted inground septic design. Ready for you and your home plans. Just minutes to the Chester Green and an array of outdoor activities to include world class skiing at several different ski areas. PLEASE NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.

  Frank Provance Diamond Realty

  0 Remington Rd Unit 6 4996522, Chester, VT 05143
• 

  

  /33

  $210,000 Sold Jan 21, 2025

  • 2,736 Sq Ft
  • $77/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2022

  110 Shady Grove Ln, Chester, VT 05143

  Located on private road on Shady Grove Lane, this newly constructed 2.5 story 2 bedroom, 2 bath home on 5.12 +/- acres has been framed. The first floor layout includes a large kitchen/living area with a bedroom and full bath. The second floor includes a full bath with large bedroom. This beautiful home includes a walkout basement. All building materials on site are included with the sale. This

  Rob Weltz Barrett & Valley Assoc. Inc

  110 Shady Grove Ln, Chester, VT 05143
• 

  

  /6

  $60,000 Sold Jan 21, 2025

  • Land
  • 14 Acres
  • $4,383 per Acre

  • 98 Days On Market

  0 Whitmore Brook Rd, Chester, VT 05143

  This four lot subdivision is a builders dream. The abutting house took two of the lots for a buffer. Two remaining subdivided lots come complete with state permits for waste water and septic designs. Come take a look and bring your plans. These lots average less than $35k per lot.

  Frank Provance Diamond Realty

  0 Whitmore Brook Rd, Chester, VT 05143
• 

  

  /10

  $35,500 Sold Jan 17, 2025

  • Land
  • 9 Acres
  • $4,057 per Acre

  • 17 Days On Market

  0 Gould Rd Unit 5023598, Chester, VT 05143

  Escape to your own private sanctuary in southern Vermont! This 8.75-acre wooded lot offers the perfect retreat, with Beaver Meadow Brook gently running through it, creating a serene and tranquil atmosphere. Whether you're looking for a peaceful off-grid living experience or a scenic camping spot, this property is ideally suited for both. Accessed by an approximately 1/4 mile right-of-way, you'll

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  0 Gould Rd Unit 5023598, Chester, VT 05143
• 

  

  /56

  $575,000 Sold Jan 10, 2025

  • 3,040 Sq Ft
  • $189/SF
  • 145 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1904

  656 Main St, Chester, VT 05143

  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,

  Geralyn Donohue Engel & Völkers Okemo

  656 Main St, Chester, VT 05143
• 

  

  /59

  $608,000 Sold Dec 27, 2024

  • 1,728 Sq Ft
  • $352/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  50 Howard Rd, Chester, VT 05143

  Discover your private sanctuary in Chester, Vermont! This beautifully upgraded 1986 post-and-beam Saltbox is set on 5 serene, wooded acres, offering 3 bedrooms, 2.5 bathrooms, and a versatile living space. Recent updates, totaling over $100k, include a renovated kitchen with new flooring, countertops, sink, faucet, and backsplash and updated bathrooms on 1st and 2nd floors. A new skylight will be

  Jeremy Collins Ridgeline Real Estate

  50 Howard Rd, Chester, VT 05143

Showing Results 1 - 40, Page 1 of 2