Windsor County VT Homes for Sale

/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
/25
$207,000
- 3 Beds
- 3 Baths
- 1,604 Sq Ft
295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the tubing hill and take in all the action just outside your door!This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain

Allison Griep KW Vermont Woodstock

295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
/36
$465,000
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
2 High St, Woodstock, VT 05091

FLASH OPPORTUNITY AWAITS – Historic c. 1890 1,600 sq/ft. unfinished home in the center of downtown Woodstock. In the heart of everything! LOOKING FOR A FAST SALE - AND A CASH BUYER. The home has been stripped back to framing and is ready for a builder or future investment. It is not currently habitable and will not be able to be sold or shown to someone looking for financing or construction loan

John Bassette Bassette Real Estate Group

2 High St, Woodstock, VT 05091
/52
$549,000
- 3 Beds
- 1.5 Baths
- 2,240 Sq Ft
1613 W Woodstock Rd, Woodstock, VT 05091

OPEN HOUSE SUNDAY JUNE 15 FROM 12-3! Welcome to this turn-key, thoughtfully renovated home featuring a fully updated kitchen with granite countertops, stainless steel appliances, a gas stove, and a sliding glass door that opens to a covered porch—perfect for overlooking the spacious backyard. The main level offers a comfortable bedroom and a nearby full bath, while upstairs you'll find two

Holly Hall Hall Collins Real Estate Group

1613 W Woodstock Rd, Woodstock, VT 05091
/53
$66,995
- 1 Bed
- 2 Baths
- 957 Sq Ft
517-519 Jackson Gore Rd Unit 517-519 QTR I, Ludlow, VT 05149

Step into this natural light filled one bedroom ski in/out corner unit that can sleep 8 comfortably. With the capabilities of multiple rental variations the unit can be used as a studio unit complete with a full kitchen, dining room and living area, with a pull out sofa and murphy bed, a one bedroom unit with two queens or a combination of the two. This finely appointed unit is slope side and

Frank Provance Diamond Realty

517-519 Jackson Gore Rd Unit 517-519 QTR I, Ludlow, VT 05149
/25
$147,500
- 3 Beds
- 2 Baths
- 1,742 Sq Ft
7 Stardust Cir, Windsor, VT 05089

Welcome to this spacious and well-maintained double-wide home located in a desirable age-restricted community in Weathersfield, Vermont. Offering 3 comfortable bedrooms and 2 bathrooms, this home provides an ideal blend of functionality and ease of living. The open-concept living and dining area is perfect for entertaining or relaxing, while the primary suite offers a private bath and generous

Katie Ladue Gilbert KW Vermont Woodstock

7 Stardust Cir, Windsor, VT 05089
/41
$1,100,000
- 5 Beds
- 3 Baths
- 4,925 Sq Ft
1166 Rte 100, Weston, VT 05161

Set on 2.6 private acres in storybook Weston, VT, this home offers open spaces, modern updates with style and comfort in one of Vermont’s most sought-after towns. This house is nestled between Okemo and Stratton, Bromley and Magic Mountains.This is an ideal location for the skiing enthusiasts or for a growing family with current school choice. The upper level offers a spacious family room with

Carrie Mathews Winhall Real Estate

1166 Rte 100, Weston, VT 05161
/13
$157,500
- Land
- 1.00 Acre
- $157,500 per Acre
160 Greeley Shunpike, Hartford, VT 05001

The house on this property was destroyed by fire in 2020. The two car 22 x 24 garage and 8 x 12 garden shed were not damaged.The 24 x 36 concrete foundation may be suitable for reconstruction. All the infrastructure is in place except the house.

Linda Hicks Quechee Lakes Real Estate Center

160 Greeley Shunpike, Hartford, VT 05001
/52
$825,000
- 3 Beds
- 2 Baths
- 1,573 Sq Ft
6 Ledgewood Rd Unit A-5 w/ A-1 Garage, Ludlow, VT 05149

Ledgewood on Okemo Mountain, discover the allure of Ledgewood where slopeside living becomes a reality. These highly sought-after condominiums, known for their quality craftsmanship featuring masonry fireplaces, solid wood doors, and convenient garages, offer an exceptional opportunity. This particular floor plan boasts generous space perfect for accommodating everyone. Imagine cozy evenings by

Katherine Burns William Raveis Real Estate Vermont Properties

6 Ledgewood Rd Unit A-5 w/ A-1 Garage, Ludlow, VT 05149
/46
$730,000
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
28 Fowler Rd Unit N203, Ludlow, VT 05149

Winterplace at Okemo, discover the perfect blend of mountain luxury and year-round adventure. Winterplace N203 is a beautifully renovated three-bedroom, two-bathroom residence nestled in one of the most desirable locations at Okemo Mountain Resort. This ski-in, ski-out home offers a spacious and stylish interior, thoughtfully designed for comfort after a day on the slopes. Step into the warm,

Katherine Burns William Raveis Real Estate Vermont Properties

28 Fowler Rd Unit N203, Ludlow, VT 05149
/27
$1,295,000
- Land
- 9 Acres
- $143,729 per Acre
0 Newton Ln Unit 5045705, Norwich, VT 05055

110 Acres of Pastoral Beauty with Mountain Views in Hartford and Norwich, Vermont.This rare 110-acre parcel, 101 acres in Hartford and nine in Norwich (see separate MLS listing 5045699), offers rolling meadows, mature hardwoods, and long mountain views in the heart of the Upper Valley. The elevated, west-facing setting is filled with natural light and classic Vermont charm, with open pastures and

Karen DeMas Four Seasons Sotheby's Int'l Realty

0 Newton Ln Unit 5045705, Norwich, VT 05055
/54
$525,000
- 3 Beds
- 3 Baths
- 2,135 Sq Ft
228 Birch Landing Rd Unit 27, Plymouth, VT 05056

Welcome to Birch Landing on Echo Lake in historic Plymouth, Vermont.This spacious end-unit condominium offers over 2,000 square feet of living space in one of the most sought-after private locations within the complex. Set at the quiet end of the road, it boasts a direct path from the back deck to the lake, perfect for morning swims or sunset paddles. The main level includes a bedroom, a

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

228 Birch Landing Rd Unit 27, Plymouth, VT 05056
/27
$1,295,000
- Land
- 101 Acres
- $12,822 per Acre
0 Newton Ln, Hartford, VT 05001

110 Acres of Pastoral Beauty with Mountain Views in Hartford and Norwich, Vermont.This rare 110-acre parcel, 101 acres in Hartford and nine in Norwich (see separate MLS listing #5045705), offers rolling meadows, mature hardwoods, and long mountain views in the heart of the Upper Valley. The elevated, west-facing setting is filled with natural light and classic Vermont charm, with open pastures

Karen DeMas Four Seasons Sotheby's Int'l Realty

0 Newton Ln, Hartford, VT 05001
/31
$495,000
- 4 Beds
- 2 Baths
- 1,715 Sq Ft
151 Burton Rd, Weston, VT 05161

This beautifully updated 4-bedroom chalet-style home is nestled on a serene 1.4-acre lot, just minutes from the heart of Weston, the iconic Vermont Country Store, and the renowned Weston Playhouse. Featuring a freshly painted interior, newly finished walkout basement, and a new Harman pellet stove that efficiently heats the main level and upper loft, this home is move-in ready and perfect for

Gary Coger Four Seasons Sotheby's Int'l Realty

151 Burton Rd, Weston, VT 05161
/54
$1,395,000
- 2 Beds
- 2.5 Baths
- 2,112 Sq Ft
683 Reservoir Rd, White River Junction, VT 05001

Welcome home to pure perfection, privacy, and magic. This serene setting, with lush gardens and a rolling lawn, boasts a unique twist on a timber frame design, providing modern amenities and comfortable spaces throughout. A beautifully appointed, main floor primary en-suite offers a spacious bathroom with a tiled shower and large soaking tub, plus a large walk-in closet and laundry. The rest of

Zoe Hathorn Washburn Snyder Donegan Real Estate Group

683 Reservoir Rd, White River Junction, VT 05001
/21
$310,000
- 2 Beds
- 1 Bath
- 1,503 Sq Ft
45 Chellis St, White River Junction, VT 05001

Nestled in a sought-after neighborhood just minutes from West Lebanon, this delightful property offers the perfect blend of comfort, convenience, and functionality. With a bright, open-concept layout and natural light streaming through multiple doors leading to the backyard, the home is ideal for both everyday living and outdoor entertaining.The interior features beautiful wood floors that

Evan Russell Real Broker LLC

45 Chellis St, White River Junction, VT 05001
/30
$549,000
- 3 Beds
- 2 Baths
- 1,480 Sq Ft
586 Ski Tow Rd, Brownsville, VT 05037

Adorable & Turn-key 3 bedroom, 2 bath home on landscaped 1.53 acres corner lot in the heart of Ascutney Mt Resort! Many upgrades including Bosch High Efficiency Propane Boiler, Mitsubishi heat pump/AC, Rinnai on demand hot water heater, new well tank & centrifuge filtration system, new fireplace & chimney with Woodstock soapstone woodstove flanked by custom cabinets on each side. Decks, extensive

Dana Waters Dark Horse Realty

586 Ski Tow Rd, Brownsville, VT 05037
/16
$149,500
- Land
- 17 Acres
- $8,846 per Acre
00 Day Rd, Sharon, VT 05065

A wonderful opportunity to build in the quaint town of Sharon, VT. This unique acreage consists of a smaller open meadow that feeds into a picturesque and private roughed in logging road wrapping around a larger thinned out wooded area - offering a variety of potential locations to build your dream home. Potential for lovely views. The location is off a private dead-end road with I-89 only a few

Zoe Hathorn Washburn Snyder Donegan Real Estate Group

00 Day Rd, Sharon, VT 05065
/36
$845,000
- 2 Beds
- 1.5 Baths
- 1,714 Sq Ft
403 Horse Shoe Way, Woodstock, VT 05071

Totally secluded on a rolling hillside, just 10 minutes from the Woodstock Village Green, this storybook Post and Beam cottage awaits your vision. From the reclaimed centuries old barn frame to the massive fieldstone fireplace, every detail is well thought, and impeccably executed honoring the Vermont tradition of reclaiming and utilizing locally sourced materials.The home was carefully, and

Danny Kogut Williamson Group Sothebys Intl. Realty

403 Horse Shoe Way, Woodstock, VT 05071
/21
$189,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
814 Ski Tow Rd Unit 3, West Windsor, VT 05037

Discover this pleasant multi-level condominium offering a comfortable and versatile layout in a desirable Mt. Ascutney location. The home features a spacious open-concept living and dining area with soaring cathedral ceilings, and access to a covered porch—perfect for relaxing and taking in the surroundings. With 2 bedrooms, 2 full baths, and a versatile loft (not approved for sleeping per Fire

Katie Ladue Gilbert KW Vermont Woodstock

814 Ski Tow Rd Unit 3, West Windsor, VT 05037
/43
$429,000
- 3 Beds
- 1.5 Baths
- 2,468 Sq Ft
4 Quechee Rd, Hartland, VT 05048

Built in the 1770's with an addition in the 1820's and once a popular Inn, this classic antique federal home has been lovingly brought up to modern standards without any loss of its original character. Sitting in the center of the village, yet with 1.7 +/-ac of outstanding gardens, this home has an unusual combination of "walk to the store" convenience and quiet serenity. A former barn serves as

Jane Darrach Martha E. Diebold/Hanover

4 Quechee Rd, Hartland, VT 05048
/27
$1,200,000
- 5 Beds
- 4.5 Baths
- 3,486 Sq Ft
19 Church St Unit EX, Woodstock, VT 05091

Bright and spacious five bedroom, five bath in-village residence with Ottauquechee River frontage and less than 1-minute walk to the Woodstock Green. 2-car attached garage enters into the kitchen via a mud-laundry room. Eat-in kitchen with stainless appliances, granite countertops and a large sunny bay window leads to the formal dining room, and also opens to the patio, perfect for entertaining

John Snyder Snyder Donegan Real Estate Group

19 Church St Unit EX, Woodstock, VT 05091
/21
$64,900
- Land
- 10 Acres
- $6,326 per Acre
00 Monument Hill Rd, Springfield, VT 05156

Come explore this beautiful 10+ acre parcel, tucked at the end of a quiet cul-de-sac with the perfect blend of rural charm and convenience. Just minutes from the vibrant town of Springfield, this peaceful setting offers a sense of seclusion without sacrificing access to amenities. With a bit of selective clearing, you’ll uncover distant views of Okemo Mountain—an inspiring backdrop for your

Daire Gibney Barrett and Valley Associates Inc.

00 Monument Hill Rd, Springfield, VT 05156
/13
$129,000
- Land
- 3.24 Acres
- $39,815 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 beautifully—creating a

Jessica Citera Cummings & Co

Lot 3 Mattson Rd, Chester, VT 05143
/60
$859,000
- 7 Beds
- 7 Baths
- 4,581 Sq Ft
7137 Us Route 4, Bridgewater, VT 05034

The historic Bridgewater Inn consists of a 3-bedroom, 3-bath spacious home excellent for families or groups. The home has two covered porches, a large eat-in kitchen, living room with gas fireplace and two game rooms. The house has new furniture, paint and floors along with new flush mounted mini splits.Attached are 4 turnkey suites with entrances separate form the home. The property is located

Laura Derderian Killington Valley Real Estate

7137 Us Route 4, Bridgewater, VT 05034
/42
$1,175,000
- 5 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 and uniquely situated on 20 acres of gorgeous green lawn, fields, forest, extensive stone walls; a mere 2 miles to Chester. Since 2020 the house has been transformed and restored w/improvements such as interior & exterior paint, new windows & French Doors, stone steps & walkways, 50 panel Solar Array,

David White OwnerEntry.com

1847 Trebo Rd, Chester, VT 05143
/21
$350,000
- 2 Beds
- 1.5 Baths
- 1,391 Sq Ft
205 Channing Dr, Windsor, VT 05089

Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, this home offers convenient single-level living with a bright, open-concept kitchen and living area—perfect for relaxing or entertaining. A spacious back enclosed porch extends your living space, ideal for enjoying Vermont’s

Katie Ladue Gilbert KW Vermont Woodstock

205 Channing Dr, Windsor, VT 05089
/34
$374,000
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
724 S Windsor St, South Royalton, VT 05068

This lovely updated three-bedroom two bath Central VT home offers great opportunity for residential use, or for investors as a rental property. At one time a two-unit, the home is less than a mile to Vermont Law School (VLS), and just a half mile to the WRV elementary and High Schools. The lovely Village green, where Community activities and farmers markets are held throughout the year is also

Kate Jarvis Williamson Group Sothebys Intl. Realty

724 S Windsor St, South Royalton, VT 05068
/34
$615,000
- 3 Beds
- 2.5 Baths
- 1,799 Sq Ft
1221 Baker Turn Rd Unit 1F, Hartford, VT 05059

Located at the summit of Quechee’s ski hill, this stunning 3 bedroom / 3 bath Kingswood I condo is practically brand new after a just completed dramatic renovation. Updates include new doors, windows, electrical, heating and air conditioning, new modern kitchen with stainless steel appliances, three completely renovated bathrooms, new flooring throughout the 3 levels of living space, new lighting

Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

1221 Baker Turn Rd Unit 1F, Hartford, VT 05059
/34
$299,000
- 5 Beds
- 2 Baths
- 2,560 Sq Ft
630 Vermont 14, Bethel, VT 05032

630/642 on VT Route 14 in East Bethel Village are two homes on one deeded parcel consisting of 1.2 +/- acres. The main home is a large New Englander style house with 3 bedrooms and updated bathroom. Above, and with a separate entrance, you will find an apartment with 2 bedrooms and a full bath. The main home and the apartment have been rentals in the past and could be again with a little TLC.

Eric Kenyon Rural Vermont Real Estate

630 Vermont 14, Bethel, VT 05032
/55
$2,950,000
- 4 Beds
- 4.5 Baths
- 6,548 Sq Ft
657 Town Farm Rd, Ludlow, VT 05149

61 Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Less than 10 minutes to the Okemo ski area and the Ludlow village amenities, this luxury home has received numerous updates in the last several years.Large updated eat-in country kitchen with wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room

Andre Menard Mary W. Davis Realtor & Assoc., Inc.

657 Town Farm Rd, Ludlow, VT 05149
/40
$385,000
- 4 Beds
- 1.5 Baths
- 1,792 Sq Ft
94 Perley Farm Rd, South Royalton, VT 05068

Step into a unique piece of Vermont history with this beautifully converted brick schoolhouse, now a warm and inviting 4-bedroom, 1.5-bath home. Perfectly blending classic charm with modern comforts, this one-of-a-kind property offers character, space, and serenity in a picturesque setting.From the moment you arrive, the handsome brick exterior and original architectural details set the tone.

Holly Hall Hall Collins Real Estate Group

94 Perley Farm Rd, South Royalton, VT 05068
/55
$1,189,000
- 5 Beds
- 4 Baths
- 3,282 Sq Ft
1873 North Rd, Bethel, VT 05032

On the west-facing ridge of Barnard, Vermont’s fabled North Road, this ca. 1982 Cape enjoys panoramic long-range views of the Green Mountain Range to the west and North. With ten acres of fenced open pasture and a wood lot, a large, detached barn, and plenty of land to use, the property offers a range of possibilities. Expanded and improved by the current owners over the last 20 years, the house

Richard Higgerson Higgerson & Company

1873 North Rd, Bethel, VT 05032
/25
$289,900
- 4 Beds
- 2.5 Baths
- 2,196 Sq Ft
1471 County Rd, Windsor, VT 05089

Nestled in a peaceful rural setting, this roomy 4-bedroom, 3-bathroom home offers incredible potential for those looking to create their dream country home. While the property is in need of some work, it features a generous layout and sits on a little over an acre, which allows for plenty of space to enjoy the beautiful setting. The home features hardwood floors, vinyl windows, a pellet stove, as

Jenn Boyer Coldwell Banker Homes Unlimited

1471 County Rd, Windsor, VT 05089
/16
$399,000
- Land
- 13 Acres
- $29,776 per Acre
00 N Hill Pent Rd, Ludlow, VT 05149

Opportunity awaits with these two connected wooded building lots totaling 13.44 acres, offering easy access to the VAST snowmobile trail network. Located on a quiet, dead-end country road, this peaceful setting is ideal for those seeking a private getaway with four-season recreational opportunities right at your doorstep. Lot A is 4.67 acres and lot B is 8.77 acres. Both parcels include

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

00 N Hill Pent Rd, Ludlow, VT 05149
/36
$325,000
- 4 Beds
- 2 Baths
- 2,452 Sq Ft
358 Us Route 5 S, Windsor, VT 05089

Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash

Daniel Preston KW Vermont Woodstock

358 Us Route 5 S, Windsor, VT 05089
/36
$325,000
- 2,452 Sq Ft
358 Us Route 5 S, Windsor, VT 05089

Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash

Daniel Preston KW Vermont Woodstock

358 Us Route 5 S, Windsor, VT 05089
/30
$650,000
- 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 meticulously

Gary Coger Four Seasons Sotheby's Int'l Realty

3630 Vt Route 103 N, Chester, VT 05143
/55
$1,100,000
- 3 Beds
- 3 Baths
- 2,150 Sq Ft
509 Church Hill Rd, Wood Stock, VT 05091

Enjoy in-town ease of living combined with Vermont country charm. This well maintained , efficient home provides first floor living with an additional lower floor ensuite bedroom /sitting area with direct access to lovely grounds and gardens.The light filled home is in excellent condition and is surrounded by fabulous perennial gardens, mature maple trees, raspberry and blueberry bushes , stone

Carol Wood Williamson Group Sothebys Intl. Realty

509 Church Hill Rd, Wood Stock, VT 05091
/32
$325,000
- 6 Beds
- 2 Baths
- 2,518 Sq Ft
761 Main St, Cavendish, VT 05153

Location, Location, Location...Large families and investors take note. This classic colonial located on the corner of Main Street and Twenty Mile Stream Road is ready for the next family to enjoy or use for rental income. This was the family's gathering house for 55 years, and now it could be yours. There are 6 bedrooms, a woodstove/fireplace, mudroom, 1 car garage/workshop, and bonus space on

Kevin Barnes William Raveis Real Estate Vermont Properties

761 Main St, Cavendish, VT 05153

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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.