Weston Homes for Sale

Q: What are the best public schools in Weston?

The best public schools that serve Weston are:Flood Brook School has a B- Niche grade and a student teacher ratio of 11:1.Mt. Holly School has a C- Niche grade and a student teacher ratio of 9:1.

/43
$509,000
- 4 Beds
- 3 Baths
- 2,526 Sq Ft
231 Rte 100, Weston, VT 05161

Quintessential 1880s Vermont farmhouse in bucolic Weston. Nestled on 7 private acres, this 4 bedroom, 3 bath retreat offers authentic pine floors, historical charm throughout with a tranquil pond greeting you upon arrival. It is the perfect blend or timeless character and rural serenity. BRAND NEW DRILLED WELL & MOUND SEPTIC SYSTEM just installed in August 2026. Updated electric makes this house

Margretta Fischer

Wohler Realty Group

231 Rte 100, Weston, VT 05161
/47
$670,000

$29K PRICE DROP
- 7 Beds
- 5.5 Baths
- 4,642 Sq Ft
41 Lawrence Hill Rd, Weston, VT 05161

Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain, and Magic Mountain, this beautifully preserved property offers the ideal combination of historic character and modern comfort.Thoughtfully maintained, the home showcases classic New England architecture with warm pine

Jessica Citera

Cummings & Co

41 Lawrence Hill Rd, Weston, VT 05161
/36
$294,000

$5K PRICE DROP
- 2 Beds
- 1 Bath
- 750 Sq Ft
29 Markham Ln, Weston, VT 05161

This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm.Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally

Catherine Cairns Maple Leaf Real Estate

29 Markham Ln, Weston, VT 05161
/40
$695,000
- 4 Beds
- 3.5 Baths
- 2,585 Sq Ft
294 Dale Rd, Weston, VT 05161

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhouse. The home exudes graciousness and attention to detail in a living space that offers both cozy warmth and a light and open feeling. Surrounded by country gardens and with a south facing deck and mountain views, the property is a

Steve Stettler Four Seasons Sotheby's Int'l Realty

294 Dale Rd, Weston, VT 05161
/20
$150,000
- Land
- 18.78 Acres
- $7,987 per Acre
00 Boynton Rd, Londonderry, VT 05148

Londonderry, Vermont, features a 19-acre building lot that comes with an approved 5-bedroom State Waste Water permit. This location is conveniently situated within 20 minutes of four ski resorts: Stratton, Bromley, Okemo, and the local favorite, MAGIC MOUNTAIN. Additionally, Manchester is just 20 minutes away for those interested in shopping. The area also offers a wide variety of dining options.

Mike England Michael England Real Estate

00 Boynton Rd, Londonderry, VT 05148
/58
$645,000

$50K PRICE DROP
- 3 Beds
- 1 Bath
- 2,304 Sq Ft
74 Moses Pond Rd, Weston, VT 05161

Discover classic Vermont living at 74 Moses Pond Road in Weston, set on 11.4 beautiful acres along a quintessential Vermont country road. This warm and inviting three-bedroom home offers a wonderful combination of privacy, character, and convenience in one of southern Vermont’s most desirable locations.The property features an oversized barn/garage, providing exceptional space for

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

74 Moses Pond Rd, Weston, VT 05161
/33
$164,500

$42K PRICE INCREASE
- Land
- 5 Acres
- $32,900 per Acre
0 Route 155 Unit 4905774, Weston, VT 05161

OWNER TERMS POSSIBLE FOR THE RIGHT BUYER! Driveway has been improved to drive up to a cleared potential house site!Two parcels with two installed septic systems being sold as one offering. These parcels are private, yet convenient to to the Village of Weston, Okemo for skiing, and near the Priory.The land behind these lots is a large parcel owned by the neighbor.There is access

Tyleen Murray Kelley Real Estate, Inc.

0 Route 155 Unit 4905774, Weston, VT 05161
/37
$279,000
- Land
- 10.2 Acres
- $27,353 per Acre
00 Parker Ln, Weston, VT 05161

Morning light spills across the meadow, the pond reflects the changing sky, and the Green Mountains rise in the distance. Set on 10.2 acres along a quiet country road near Weston Village, this exceptional parcel offers the rare opportunity to create a Vermont home deeply connected to both landscape and lifestyle.Much of the groundwork has already been completed, including a state-approved

Nancy Jensen Four Seasons Sotheby's Int'l Realty

00 Parker Ln, Weston, VT 05161
/40
$445,000

$30K PRICE DROP
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
84 Lawrence Hill Rd, Weston, VT 05161

Find your new home in the heart of Weston, VT with this inviting and comfortable three-bedroom home with one-level living in one of southern Vermont's prettiest small villages. From your entrance into the house by way of the new mudroom and entry area, you’ll find a small but highly-functional layout with an eat-in kitchen offering tons of cabinets and storage, a spacious sun-filled living room,

Claudia Harris Mary Mitchell Miller Real Estate

84 Lawrence Hill Rd, Weston, VT 05161
/29
$875,000
- Land
- 67.4 Acres
- $12,982 per Acre
00 Markham Ln, Weston, VT 05161

An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills,

Steve Stettler Four Seasons Sotheby's Int'l Realty

00 Markham Ln, Weston, VT 05161
/50
$895,000
- 3 Beds
- 3 Baths
- 3,086 Sq Ft
192 Rte 100, Weston, VT 05161

Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the beauty of its natural surroundings. More than a private retreat, this property is a gateway to the many pleasures of Southern Vermont, from skiing and snowshoeing in winter to hiking, tennis, gardening, farmers markets, antiquing,

Lee Brown Four Seasons Sotheby's Int'l Realty

192 Rte 100, Weston, VT 05161
/26
$750,000

Open Sat 10AM - 12:30PM
- 3 Beds
- 4 Baths
- 5,461 Sq Ft
1166 Rte 100, Weston, VT 05161

Room to gather, spread out and enjoy Vermont in every season.With over 5,000 sq. ft. across two finished levels, this Weston home offers generous spaces for entertaining, remote work, guests and extended stays. The main level is anchored by a great room with soaring cathedral ceilings, exposed timber trusses, wood floors and a loft overlooking the living space. A large screened porch opens

Kim Prins Four Seasons Sotheby's Int'l Realty

1166 Rte 100, Weston, VT 05161

Vermont Windsor County Weston

Weston, VT, VT Home Prices vs. Nearby Neighborhoods

	Weston	Peru	Londonderry	Ludlow
Median Home Price	$627,000	$555,000	$529,000	$667,500
Median Sale Price	$562,000 +3% YoY	$470,000 -2% YoY	$450,000 -8% YoY	$613,000 +23% YoY
Avg. Price per Square Foot	$302	$375	$277	$414
Median Single Family Price	$505,000	$900,000	$535,000	$732,000
Median Townhouse Price	$1,000,000	$400,000	--	$767,500
Median Condo Price	--	$440,000	$360,000	$385,400
Total Active Listings	12 listings	8 listings	24 listings	77 listings
Market Conditions	4 Months of Supply Balanced Market	6 Months of Supply Buyer's Market	7 Months of Supply Buyer's Market	6 Months of Supply Balanced Market

Frequently Asked Questions Why Live in Weston

Is Weston a good place to live?

Weston is a good place to live. Weston is considered very car-dependent and somewhat bikeable. It has a median age of 57. The average household income is $131,880 which is above the national average. College graduates make up 63.9% of residents. A majority of residents in Weston are home owners, with 14% of residents renting and 86% of residents owning their home. A local real estate agent serving Weston can help you decide if this neighborhood is the right one for you. Learn more on our Weston neighborhood guide.

How much do you need to make to afford a house in Weston?

The median home price in Weston is $627,000. If you put a 20% down payment of $125,400 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $3,320 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $142K a year to afford the median home price in Weston. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Weston is $132K.

What are the best public schools in Weston?

The best public schools that serve Weston are:

Flood Brook School has a B- Niche grade and a student teacher ratio of 11:1.
Mt. Holly School has a C- Niche grade and a student teacher ratio of 9:1.

What are the most popular zip codes in Weston, Weston, VT?

The most popular zip codes in Weston, Weston, VT include 05161, 05143, 05148, 05149 and 05155.

Learn more about living in Weston

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