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Chester Homes for Sale

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  • 1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    /39

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    1573 Flamstead Rd, Chester, VT 05143

    You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful

    Jamie Watson BHG Masiello Keene

    1573 Flamstead Rd, Chester, VT 05143
  • 26 Main St, Chester, VT 05143
    26 Main St, Chester, VT 05143
    26 Main St, Chester, VT 05143
    /41

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 2,562 Sq Ft

    26 Main St, Chester, VT 05143

    Historically known as the Frank Harris House, this distinguished circa 1880 Queen Anne style Victorian commercial building on .75+/- acres has long been a landmark presence in the village of Chester. With its welcoming veranda and timeless charm, the property has served as a thriving office for many years and has many period architectural details throughout such as, a unique, colored transom

    Geralyn Donohue Engel & Völkers Okemo

    26 Main St, Chester, VT 05143
  • 688 Hidden Heights Rd, Chester, VT 05143
    688 Hidden Heights Rd, Chester, VT 05143
    688 Hidden Heights Rd, Chester, VT 05143
    /59

    $685,000

    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    688 Hidden Heights Rd, Chester, VT 05143

    Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of

    Joseph Karl William Raveis Real Estate Vermont Properties

    688 Hidden Heights Rd, Chester, VT 05143
  • 95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    /52

    $667,500 Open Sat 11AM - 1:30PM

    • 4 Beds
    • 3 Baths
    • 2,794 Sq Ft

    95 Church St, Chester, VT 05143

    Charming Renovated Farmhouse in the Heart of ChesterThis beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway.Inside, enjoy a spacious kitchen with custom

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    95 Church St, Chester, VT 05143
  • 663 Depot St, Chester, VT 05143
    663 Depot St, Chester, VT 05143
    663 Depot St, Chester, VT 05143
    /51

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    663 Depot St, Chester, VT 05143

    Everything you’ve been looking for in a Vermont home—completely renovated with care and character. Nearly every aspect of this Chester property is new: electrical, plumbing, heating, insulation, drywall, windows, and more—offering the low-maintenance peace of mind homeowners crave. The kitchen features a stylish farmhouse sink and stone countertops, while the upstairs bathroom includes a

    Betsy Adamovich Real Broker LLC

    663 Depot St, Chester, VT 05143
  • 525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    /60

    $495,000

    • 6 Beds
    • 1 Bath
    • 2,308 Sq Ft

    525 Route 103 N, Chester, VT 05143

    The possibilities are endless with this beautiful property that has been in the same family since 1964! You will not find a nicer piece of Vermont land than this, with approx. 34 acres of open pastureland bordered by hundreds of feet of the Williams River. This stream offers some great summertime activities such as swimming and fishing! The house and attached barns can be a showplace with some

    Glenn Olney Barrett and Valley Associates Inc.

    525 Route 103 N, Chester, VT 05143
  • 1470 Flamstead Rd, Chester, VT 05143
    1470 Flamstead Rd, Chester, VT 05143
    1470 Flamstead Rd, Chester, VT 05143
    /42

    $349,000

    • 2 Beds
    • 1 Bath
    • 803 Sq Ft

    1470 Flamstead Rd, Chester, VT 05143

    Beautifully set in total privacy, this cozy cabin is the perfect retreat! Nestled on a secluded, level lot, this charming home offers a peaceful escape surrounded by nature. Inside, you’ll find wide pine floors, granite countertops, and a freshly painted interior and exterior that give the space an updated feel. The spacious layout includes large rooms and a versatile loft ideal for guests, a

    Thaddeus Abare Barrett and Valley Associates Inc.

    1470 Flamstead Rd, Chester, VT 05143
  • 447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    /26

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room.Bask in the great natural light that fills

    Lisa Kelley Cummings & Co

    447 Elm St, Chester, VT 05143
  • 106 Hall Rd, Chester, VT 05143
    106 Hall Rd, Chester, VT 05143
    106 Hall Rd, Chester, VT 05143
    /27

    $249,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    106 Hall Rd, Chester, VT 05143

    Open House Thursday, September 11, 4:00 - 6:00 Welcome to your Vermont retreat, an inviting one bedroom, one bath home sat on 2.5 acres at the end of a dead end road in Chester. This 528 square-foot cottage has been thoughtfully updated for four season, comfort, featuring full insulation, a woodstove for cozy evenings, and efficient mini-splits providing both heating and air-conditioning. Recent

    Sandy Reavill Real Broker LLC

    106 Hall Rd, Chester, VT 05143
  • 918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    /21

    $145,000

    • Land
    • 22.23 Acres
    • $6,523 per Acre

    918 Lovers Lane Rd, Chester, VT 05143

    Located only 2 miles from the picturesque Chester Green you will encounter this newly created 22 acre building parcel on scenic Lover's Lane. This property consists of a 2 acre meadow ideal for building and a 20 acre woodlot consisting of pine, hemlock, oak and maple for sugaring. Beautiful fieldstone walls border most of the boundary lines. The surveyed parcel has an approved 4 bedroom State

    Alan Gombosi Northland Real Estate

    918 Lovers Lane Rd, Chester, VT 05143
  • 1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    /17

    $300,000

    • Land
    • 75 Acres
    • $4,000 per Acre

    1175 Quarry Rd, Chester, VT 05143

    Escape to southern Vermont with this expansive 75-acre parcel offering the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded mountain retreat, starting a hobby farm, or preserving pristine land for recreation and conservation, this property is your blank canvas. Improvements include a septic system, dug well, electricity and a cleared lot.

    Jessica Samples BHG Masiello Keene

    1175 Quarry Rd, Chester, VT 05143
  • Lot 2 Old Stage Rd, Chester, VT 05143
    Lot 2 Old Stage Rd, Chester, VT 05143
    Lot 2 Old Stage Rd, Chester, VT 05143
    /12

    $75,000

    • Land
    • 6.3 Acres
    • $11,905 per Acre

    Lot 2 Old Stage Rd, Chester, VT 05143

    Rural Dream! Lot 2: Build your home on this country location just outside of Chester village. The land is a quiet wooded lot with potential southerly views upon clearing. This 6.3+/- acre lot is ready for your building plan. A great spot for your family home or vacation home. This property is surveyed and permitted with a septic design for a 3 bdrm home. *It is adjacent to Lot 1 which is

    Daire Gibney Barrett and Valley Associates Inc.

    Lot 2 Old Stage Rd, Chester, VT 05143
  • 1342 Old Stage Rd, Chester, VT 05143
    1342 Old Stage Rd, Chester, VT 05143
    1342 Old Stage Rd, Chester, VT 05143
    /44

    $895,745

    • 2 Beds
    • 2 Baths
    • 1,576 Sq Ft

    1342 Old Stage Rd, Chester, VT 05143

    Welcome to your own private retreat—98 acres of serene Vermont beauty featuring meadows, woods, two ponds, and eight versatile outbuildings. Thoughtfully maintained and tastefully appointed, this charming home is nestled in a park-like setting complete with long, historic rock walls, mature trees, and flourishing perennial gardens. Nature lovers will revel in the abundance of wildlife, from

    Jessica Landers Barrett and Valley Associates Inc.

    1342 Old Stage Rd, Chester, VT 05143
  • 231 Richardson Rd, Chester, VT 05143
    231 Richardson Rd, Chester, VT 05143
    231 Richardson Rd, Chester, VT 05143
    /35

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft

    231 Richardson Rd, Chester, VT 05143

    This wonderful home has so much to offer! This property has many great features including a brand new roof just put on this summer, great large windows allowing nature light into the living space, a very large oversized Two car garage which also has a magnificent workshop with 220 electric already hooked up, wonderful garden areas with flowers and bushes and so much more! The property also

    Thaddeus Abare Barrett and Valley Associates Inc.

    231 Richardson Rd, Chester, VT 05143
  • 00 Vermont 103, Andover, VT 05143
    00 Vermont 103, Andover, VT 05143
    00 Vermont 103, Andover, VT 05143
    /60

    $200,000

    • Land
    • 6.63 Acres
    • $30,166 per Acre

    00 Vermont 103, Andover, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

    Rachael Rogala Rachael Rogala Inc.

    00 Vermont 103, Andover, VT 05143
  • 00 Vt Route 103 N, Chester, VT 05143
    00 Vt Route 103 N, Chester, VT 05143
    00 Vt Route 103 N, Chester, VT 05143
    /60

    $115,000

    • Land
    • 3.28 Acres
    • $35,061 per Acre

    00 Vt Route 103 N, Chester, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With a proposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life.The lot offers ample space for parking and potential for mountain or woodland views with some strategic tree clearing.

    Rachael Rogala Rachael Rogala Inc.

    00 Vt Route 103 N, Chester, VT 05143
  • 302 Davidson Hill Rd, Chester, VT 05143
    302 Davidson Hill Rd, Chester, VT 05143
    302 Davidson Hill Rd, Chester, VT 05143
    /19

    $359,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    302 Davidson Hill Rd, Chester, VT 05143

    This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity

    Thaddeus Abare Barrett and Valley Associates Inc.

    302 Davidson Hill Rd, Chester, VT 05143
  • 0 Remington Rd Unit 5049900, Chester, VT 05143
    0 Remington Rd Unit 5049900, Chester, VT 05143
    0 Remington Rd Unit 5049900, Chester, VT 05143
    /21

    $55,000

    • Land
    • 1.52 Acres
    • $36,184 per Acre

    0 Remington Rd Unit 5049900, Chester, VT 05143

    If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049900, Chester, VT 05143
  • 0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    /20

    $85,000

    • Land
    • 1.82 Acres
    • $46,703 per Acre

    0 Remington Rd Unit 5049898, Chester, VT 05143

    Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049898, Chester, VT 05143
  • 157 Thompson Rd, Chester, VT 05143
    157 Thompson Rd, Chester, VT 05143
    157 Thompson Rd, Chester, VT 05143
    /56

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    157 Thompson Rd, Chester, VT 05143

    Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system,

    Joe Castaluccio Winhall Real Estate

    157 Thompson Rd, Chester, VT 05143
  • 419 Coach Rd, Chester, VT 05143
    419 Coach Rd, Chester, VT 05143
    419 Coach Rd, Chester, VT 05143
    /12

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    419 Coach Rd, Chester, VT 05143

    Price Reduction! Come see this private 2-acre lot, off a side street close to the picturesque Chester village. This well maintained 1968 mobile home has a bright open concept addition. Close to ski mountains and other snowmobile trails. Make this a Vermont getaway or a permanent home joining a wonderful community.

    Amy Carson Lowe's Real Estate, LLC

    419 Coach Rd, Chester, VT 05143
  • 1847 Trebo Rd, Chester, VT 05143
    1847 Trebo Rd, Chester, VT 05143
    1847 Trebo Rd, Chester, VT 05143
    /49

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 3,920 Sq Ft

    1847 Trebo Rd, Chester, VT 05143

    With only 50 stone homes in all of Vermont, this one stands out as possibly the most beautiful; uniquely situated on 20 acres of gorgeous greenlawn, fields, forest, rolling hills, extensive stone walls. A mere 2 miles to Chester. Since 2020 the house has been transformed & restored w/improvements such as interior & exterior paint, new windows & French Doors, stone steps & walkways, 50 panel

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1847 Trebo Rd, Chester, VT 05143
  • 160 Depot St, Chester, VT 05143
    160 Depot St, Chester, VT 05143
    160 Depot St, Chester, VT 05143
    /26

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,327 Sq Ft

    160 Depot St, Chester, VT 05143

    Don’t miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer,

    Joshua Lemieux Remax Summit

    160 Depot St, Chester, VT 05143
  • Lot 3 Mattson Rd, Chester, VT 05143
    Lot 3 Mattson Rd, Chester, VT 05143
    Lot 3 Mattson Rd, Chester, VT 05143
    /15

    $95,000

    • Land
    • 3.24 Acres
    • $29,321 per Acre

    Lot 3 Mattson Rd, Chester, VT 05143

    Nestled on a quiet dirt road in scenic Chester just 10 mile from Okemo, this 3.24-acre parcel offers the perfect blend of open space and wooded privacy. The front of the lot features a sunny, open field with a pole barn—ideal for storage, hobbies, or future expansion.As you move toward the back of the property, the land gently slopes up to a wooded hillside that levels out

    Jessica Citera Cummings & Co

    Lot 3 Mattson Rd, Chester, VT 05143
  • 3630 Vt Route 103 N, Chester, VT 05143
    3630 Vt Route 103 N, Chester, VT 05143
    3630 Vt Route 103 N, Chester, VT 05143
    /30

    $625,000

    • 3 Beds
    • 3 Baths
    • 4,324 Sq Ft

    3630 Vt Route 103 N, Chester, VT 05143

    Exceptional Investment Opportunity in Chester, VTDiscover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3630 Vt Route 103 N, Chester, VT 05143
  • 491 Farrar Rd, Chester, VT 05143
    491 Farrar Rd, Chester, VT 05143
    491 Farrar Rd, Chester, VT 05143
    /29

    $399,000

    • 4 Beds
    • 3.5 Baths
    • 2,710 Sq Ft

    491 Farrar Rd, Chester, VT 05143

    Tucked away on a quiet dirt road, this spacious sunny south-facing home offers a peaceful retreat with sweeping views of the surrounding countryside. Step onto the expansive front deck and take in the stunning long-range scenery, including a picturesque pond just beyond the property—yours to enjoy without the upkeep.Inside, the home is open and inviting, with plenty of room to relax or

    Daire Gibney Barrett and Valley Associates Inc.

    491 Farrar Rd, Chester, VT 05143
  • 58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    /23

    $64,000

    • Land
    • 2.86 Acres
    • $22,378 per Acre

    58 Remington Rd, Chester, VT 05143

    Building lot with driveway and culverts in place, lot has preliminary site work complete including level grass land area, electrical transformer and 100 amp electrical power plus VTel fiber internet on lot for your new Vermont home. Home must be a minimun of 1,800 square feet of finished living space. Wastewater design and permits in place. A 16' x 25' garage/shed on lot for storage while

    John Napier TPW Real Estate

    58 Remington Rd, Chester, VT 05143
  • 423 Main St, Chester, VT 05143
    423 Main St, Chester, VT 05143
    423 Main St, Chester, VT 05143
    /36

    $575,000

    • 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
  • 000 Green Mountain Turnpike, Andover, VT 05143
    000 Green Mountain Turnpike, Andover, VT 05143
    000 Green Mountain Turnpike, Andover, 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
  • 515 Main St, Chester, VT 05143
    515 Main St, Chester, VT 05143
    515 Main St, Chester, VT 05143
    /43

    $169,000

    • 4 Beds
    • 4 Baths
    • 3,024 Sq Ft

    515 Main St, Chester, VT 05143

    Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building I believe that the highest and best use would be to return it to a single-family home with one accessory apartment in the back. The house is in need of renovation however, the style and location would lend well to that investment, or renovate the four units as your next venture,

    John Tolosky Barrett and Valley Associates Inc.

    515 Main St, Chester, VT 05143
  • 0 Snell Rd, Chester, VT 05143
    0 Snell Rd, Chester, VT 05143
    0 Snell Rd, 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
  • 00 Quarry Rd, Chester, VT 05143
    00 Quarry Rd, Chester, VT 05143
    00 Quarry Rd, Chester, VT 05143
    /17

    $219,000

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

    00 Quarry Rd, Chester, VT 05143

    Discover this exceptional 27.8± acre hillside parcel in picturesque Chester, Vermont, offering sweeping mountain views and endless possibilities. With an approved VT state wastewater permit for a 4-bedroom home, you can begin planning your dream family retreat right away. An easily accessed preliminary building site is already cleared, and a logging trail leads to stunning plateau atop the ridge-

    Geralyn Donohue Engel & Völkers Okemo

    00 Quarry Rd, Chester, VT 05143
  • 284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    /27

    $189,900

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    284 Flamstead Rd, Chester, VT 05143

    Tucked back from the paved road and surrounded by woods, this charming 3-bedroom, 1.5-bath home offers both privacy and convenience. With a little updating and personal touch, it has all the makings of a wonderful starter home or the perfect Vermont getaway. Ideally located near several major ski areas and the lakes region, you’ll enjoy year-round recreation — from winter skiing to summer days on

    Linda Benoit Highland Realty

    284 Flamstead Rd, Chester, VT 05143
Vermont Windsor County Chester Chester

Real Estate & Homes for Sale in Chester, Chester

Frequently Asked Questions Why Live in Chester

Is Chester a good place to live?
Chester is a good place to live. Chester is considered very car-dependent. Chester is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Chester has 2 parks for recreational activities. It has a median age of 50. The average household income is $92,179 which is below the national average. College graduates make up 40% of residents. A majority of residents in Chester are home owners, with 25% of residents renting and 75% of residents owning their home. A local real estate agent serving Chester can help you decide if this neighborhood is the right one for you. Learn more on our Chester neighborhood guide.
Is Chester, VT a safe neighborhood?
Chester, VT is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $2,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K a year to afford the median home price in Chester. The average household income in Chester is $92K.
What are the best public schools in Chester?
The best public schools that serve Chester are:
What are the most popular zip codes in Chester, Chester, VT?
The most popular zip codes in Chester, Chester, VT include 05143, 05156, 05146, 05149 and 05150.
What are the most popular neighborhoods near Chester, Chester, VT?
The most popular neighborhood near Chester, Chester, VT is South End.
Learn more about living in Chester

Home Trends in Chester, VT

On average, homes in Chester, VT sell after 88 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, VT over the last 12 months is $400,000, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$399,000
Median Townhouse Sale Price
$895,745
Average Price Per Sq Ft
$274
Number of Homes for Sale
18
Last 12 months Home Sales
32
Months of Supply
6.80
Median List Price
$425,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
11%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 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.

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