20

Andover, VT Homes for Sale

Section Image
  • 1749 Middletown Rd, Andover, VT 05143
    1749 Middletown Rd, Andover, VT 05143
    1749 Middletown Rd, Andover, VT 05143
    /25

    $359,000

    • 3 Beds
    • 1,504 Sq Ft

    1749 Middletown Rd, Andover, VT 05143

    Tucked away on 31 beautiful acres in Andover is this lovely camp, cottage ready to be finished and enjoyed. The current owners have provided a great start with electric service, forced hot air heat and a finished living room to relax in. The land is a nature lover's dream with a year round stream in back of the camp, open area with a firepit and surrounded by a vast variety of trees on the

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1749 Middletown Rd, Andover, VT 05143
  • 00 Hillcrest Dr, Andover, VT 05143
    00 Hillcrest Dr, Andover, VT 05143
    00 Hillcrest Dr, Andover, VT 05143
    /15

    $94,500

    • Land
    • 4.05 Acres
    • $23,333 per Acre

    00 Hillcrest Dr, Andover, VT 05143

    Ready to Build in Southern Vermont!Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for

    Daire Gibney Barrett and Valley Associates Inc.

    00 Hillcrest Dr, Andover, VT 05143
  • 611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    /29

    $2,250,000

    • 2 Beds
    • 4 Baths
    • 3,514 Sq Ft

    611 Simmons Rd, Chester, VT 05143

    Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

    Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
  • 2904 E Hill Rd, Andover, VT 05143
    2904 E Hill Rd, Andover, VT 05143
    2904 E Hill Rd, Andover, VT 05143
    /40

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,278 Sq Ft

    2904 E Hill Rd, Andover, VT 05143

    Perched on 60 acres with views of Okemo Mountain from its second floor, this custom designed contemporary is hitting the market for the first time. Built by an international journalist and his writer wife as a retreat for their family and high profile friends, it now awaits its next lucky stewards. Filled with natural light, the rambling home was inspired by a friend's classic Vermont

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    2904 E Hill Rd, Andover, VT 05143
  • 00 Simonsville Rd, Andover, VT 05143
    00 Simonsville Rd, Andover, VT 05143
    00 Simonsville Rd, Andover, VT 05143
    /23

    $80,000

    • Land
    • 3.99 Acres
    • $20,050 per Acre

    00 Simonsville Rd, Andover, VT 05143

    3.99 +/- acres in Andover close to year round recreation of surrounding towns. This lot was approved by Vt ww dept. in 2008 for a 4 bedroom home and has being updated with a new survey and a revised engineered plan with relocation of the proposed leach field is in process. Located along almost 1000' of the Williams River, after two major storm events, this lot has not lost much ground. A driveway

    Geralyn Donohue Engel & Völkers Okemo

    00 Simonsville Rd, Andover, VT 05143
  • 81 Trombley Rd, Andover, VT 05143
    81 Trombley Rd, Andover, VT 05143
    81 Trombley Rd, Andover, VT 05143
    /29

    $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
  • 938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    /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

    Liz Moore Four Seasons Sotheby's Int'l Realty

    938 Stigers Rd, Chester, VT 05143
  • 00 E Hill Rd, Andover, VT 05143
    00 E Hill Rd, Andover, VT 05143
    00 E Hill Rd, Andover, 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
  • 2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, 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
  • 00 N Hill Rd, Andover, VT 05143
    00 N Hill Rd, Andover, VT 05143
    00 N Hill Rd, Andover, VT 05143
    /5

    $80,000

    • Land
    • 4.30 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
  • 563 Simonsville Rd, Andover, VT 05143
    563 Simonsville Rd, Andover, VT 05143
    563 Simonsville 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
  • 847 Simonsville Rd, Andover, VT 05143
    847 Simonsville Rd, Andover, VT 05143
    847 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
  • 224 Arrau Rd, Andover, VT 05143
    224 Arrau Rd, Andover, VT 05143
    224 Arrau 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
  • 26 Dorman Rd, Andover, VT 05143
    26 Dorman Rd, Andover, VT 05143
    26 Dorman 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
  • 00 Valley View Dr Unit 9, Andover, VT 05143
    00 Valley View Dr Unit 9, Andover, VT 05143
    00 Valley View Dr Unit 9, 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
  • 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
  • 3800 Weston-Andover Rd, Andover, VT 05143
    3800 Weston-Andover Rd, Andover, VT 05143
    3800 Weston-Andover Rd, 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
  • 0 Valley View Dr Unit 5009431, Andover, VT 05143
    0 Valley View Dr Unit 5009431, Andover, VT 05143
    0 Valley View Dr Unit 5009431, 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
  • 1809 Marsh Hill Rd, Andover, VT 05143
    1809 Marsh Hill Rd, Andover, VT 05143
    1809 Marsh Hill 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
  • 841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    /35

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft

    841 Farrar Rd, Chester, VT 05143

    Looking for an opportunity in an ideal location? This property offers unbeatable potential in the sought-after town of Chester. Located on a quiet country road, but still just a couple miles from downtown shopping and dining you get the best of both worlds. This property offers both open and wooded acreage with fruit trees to enjoy! Featuring two generously sized garages, this home is ideal for

    Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

    841 Farrar Rd, Chester, VT 05143
Vermont Andover

Real Estate & Homes for Sale in Andover, VT

Why Live in Andover

Andover, VT, offers a rural lifestyle in the Green Mountains, characterized by winding country roads through dense forests and farmland. With a population of less than 1,000, homes in Andover are typically traditional-style, built from the mid-1900s to contemporary houses from the past 25 years. Properties often sit on expansive lots ranging from 2 to over 100 acres, providing a quiet retreat. The area is car-dependent, with State Route 11 serving as the main thoroughfare connecting Andover to Springfield. Vermont’s mud season from March to June can make the dirt roads challenging, with potential hazardous conditions and road closures. Outdoor attractions are found in neighboring towns, such as Chester Town Forest with its hiking trails, Lowell Lake State Park in Londonderry for boating and fishing, and Okemo Mountain Resort, 10 miles north, offering extensive skiing and snowboarding trails. For shopping and dining, residents travel to Ludlow, 10 miles north, or Springfield, 15 miles east, where they can find grocery stores, local restaurants, and retail outlets. The Chester Fall Festival, held each September in nearby Chester, celebrates local art and culture with craft vendors, live music, and family activities.
Learn more about living in Andover

Frequently Asked Questions

What is the average home price in Andover, VT?
Homes for sale in Andover, VT have an average home price of $1,146,866.
How many homes have sold over the last 12 months in Andover, VT?
9 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 05143, 05149, 05161, 05148 and 05155.
How much do you need to make to afford a house in Andover?
The median home price in Andover is $595,000. If you put a 20% down payment of $119,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K 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

On average, homes in Andover, VT sell after 93 days on the market compared to the national average of 50 days. The median sale price for homes in Andover, VT over the last 12 months is $600,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$600,000
Median Single Family Sale Price
$485,500
Median Townhouse Sale Price
$595,000
Average Price Per Sq Ft
$309
Number of Homes for Sale
6
Last 12 months Home Sales
9
Months of Supply
8.00
Median List Price
$595,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
0%
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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group