17

Andover, VT Homes for Sale

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  • /36

    $1,650,000

    • 3 Beds
    • 3.5 Baths
    • 2,614 Sq Ft

    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 the

    Liz Moore Four Seasons Sotheby's Int'l Realty

    938 Stigers Rd, Chester, VT 05143
  • /11

    $119,000

    • Land
    • 16 Acres
    • $7,589 per Acre

    00 E Hill Rd, Andover, VT 05143

    Rooted in along scenic East Hill Road in the bucolic town of Andover, this 16-acre parcel offers a rare opportunity to create your own private haven in one of Southern Vermont’s most peaceful and charming settings. Just minutes from Ludlow and the slopes of Okemo Mountain, this location strikes the perfect balance between quiet countryside and convenient access to skiing, shopping, dining, and

    Daire Gibney Barrett and Valley Associates Inc.

    00 E Hill Rd, Andover, VT 05143
  • /52

    $627,500

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    2510 E Hill Rd, Chester, VT 05143

    This home on East Hill Road commands one of the area's best views all the way to Stratton! It is one of those spots where the view is different every day & spectacular! The home sits on 14 acres & it overlooks land protected by the Vermont Land Trust and mountains beyond. From the moment you enter, you won't want to leave. It is immaculate and ready to go. A large mudroom with a slate floor &

    Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
  • /57

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft

    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 bathroom and

    Jessica Citera Cummings & Co

    387 Weston-Andover Rd, Chester, VT 05143
  • /5

    $100,000

    • Land
    • 4.30 Acres
    • $23,256 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
  • /20

    $195,000

    • Land
    • 54 Acres
    • $3,615 per Acre

    563 Simonsville Rd, Andover, VT 05143

    Looking for a blank canvas to make your own? Look no further than this beautiful 53+ acres in the quiet town of Andover. The property boasts several potential house seats (close to the road but also some tucked up away in the trees), a pond, high above the river, and convenient road frontages on two publicly maintained roads. Minutes from downtown Chester or Londonderry Vermont. Within 30 minutes

    Erin Kendall EXP Realty

    563 Simonsville Rd, Andover, VT 05143
  • /34

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    847 Simonsville Rd, Andover, VT 05143

    Come find your own peaceful piece of the Vermont countryside in the beautiful town of Andover. Look no further than this move in ready homestead on 51.2 rolling acres with two large paddocks fenced and ready waiting for your animals, complete with two spacious sheds, and a chicken coop ready to house them. Established asparagus patch, blueberry bushes, apple trees, and even your own cranberry bog

    Erin Kendall EXP Realty

    847 Simonsville Rd, Andover, VT 05143
  • /15

    $259,000

    • Land
    • 9 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
  • /60

    $50,000

    • Land
    • 5.00 Acres
    • $10,000 per Acre

    00 Boone Rd, Andover, VT 05143

    Rustic Vermont Getaway | Off-Grid Land on Snowmobile TrailEscape to the peace and quiet of rural Vermont with this unique parcel of off-grid land, perfect for a seasonal retreat or outdoor adventure basecamp. It is located off a Class 4 road, this remote property offers an authentic back-to-nature experience—accessible only in the summer months and nestled directly on a maintained

    Rachael Rogala Rachael Rogala Inc.

    00 Boone Rd, Andover, VT 05143
  • /23

    $359,000

    • 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
  • /10

    $135,000

    • Land
    • 13 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
  • /17

    $485,000

    • Land
    • 27 Acres
    • $17,970 per Acre

    00 Valley View Dr Unit 9, Andover, VT 05143

    A premier location abutting the Ludlow border, close to Okemo with total privacy, long range panoramic views of distant mountains and valleys at an elevation of about 2000 feet. Peace and beauty abound yet easy access to all area amenities including skiing, golf, biking, hiking and all that Southern Vermont has to offer. A State wastewater permit is in place for a 6 bedroom home and a 2 bedroom

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    00 Valley View Dr Unit 9, 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 property

    Daire Gibney Barrett and Valley Associates Inc.

    000 Green Mountain Turnpike, Andover, VT 05143
  • /41

    $7,300,000

    • 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
  • /21

    $220,000

    • Land
    • 14 Acres
    • $15,759 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
  • /55

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    81 Trombley Rd, Andover, VT 05143

    This beautiful privately located 3 bedroom, 2 bathroom manufactured home is move in ready and just waiting for your finishing touches! It has a wonderful level yard with plenty of space for gardens, room to play, or put in a camp fire to sit around on a lovely Vermont evening. There is an additional gravel pad in place that you could put a tiny home as a rental opportunity or a guest house when

    Erin Kendall EXP Realty

    81 Trombley Rd, Andover, VT 05143
  • /28

    $485,000

    • Land
    • 57 Acres
    • $8,479 per Acre

    1809 Marsh Hill Rd, Andover, VT 05143

    This is a one-of-a-kind legacy property, off the beaten path and accessible to everything that makes Southern Vermont an incredible place to call home. The 57.2 acres offer the perfect mix with hardwoods (maples and more), pine groves, open meadows, a pond spanning apprx 1/4-acre, and spectacular southern views and all-day sunlight. Come build your Vermont dream house and be assured of total

    Claudia Harris Mary Mitchell Miller Real Estate

    1809 Marsh Hill Rd, Andover, VT 05143

Why Live in Andover

Andover offers rural homes in the Green Mountains far out of the way of the rest of Windsor County. The town is made up of winding country roads weaving through dense forest and farmland. Most homes are separated by several acres of land, creating a quiet retreat in central Vermont with less than 1,000 people.

Homebuyers can find traditional-style homes built as early as the mid-1900s, as well as a handful of contemporary houses built in the past 25 years. Many homes sit far back off the roads with long driveways. Most houses in Andover sit ...

Frequently Asked Questions

What is the average home price in Andover, VT?
Homes for sale in Andover, VT have an average home price of $1,404,916.
How many homes have sold over the last 12 months in Andover, VT?
7 homes have sold in Andover, VT over the last 12 months.
What are the most popular zip codes in Andover, VT?
The most popular zip codes in Andover, VT include 05149, 05255, 05156, 05143 and 05343.
How much do you need to make to afford a house in Andover?
The median home price in Andover is $722,500. If you put a 20% down payment of $144,500 and had a 30-year fixed mortgage with an interest rate of 6.89%, your estimated principal and interest payment would be $3,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $163K a year to afford the median home price in Andover.
How are the schools in Andover, VT?
Andover, VT has highly rated public and private schools. Some of the best schools in Andover based on Niche Grades are Flood Brook School, Ludlow Elementary School and Green Mountain Union High School. Browse all the schools in Andover, VT to learn more.

Home Trends in Andover, VT

Housing Trends

Median Sale Price
$685,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$595,000
Average Price Per Sq Ft
$372
Number of Homes for Sale
5
Last 12 months Home Sales
7
Months of Supply
8.60
Median List Price
$722,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
9%
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