Windsor County VT Homes for Sale

/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

Karen DeMas Four Seasons Sotheby's Int'l Realty

0 Newton Ln Unit 5045705, Norwich, VT 05055
/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

Karen DeMas Four Seasons Sotheby's Int'l Realty

0 Newton Ln, Hartford, VT 05001
/31
$475,000
- 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
/30
$495,000
- 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
/37
$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
/35
$665,000
- 3 Beds
- 2 Baths
- 1,908 Sq Ft
530 West Rd, Barnard, VT 05031

Conveniently located less than a mile from Barnard General Store and Silver Lake, this charming 3 bedroom cape sits on just over 3 acres of land with tiered stone walls and green lawn circling the house. Mature trees surround the yard and there is view potential with minor clearing and thinning. The full length back deck offers private outdoor space including a covered grilling area just steps

Dan Noble Snyder Donegan Real Estate Group

530 West Rd, Barnard, VT 05031
/27
$1,200,000
- 5 Beds
- 4.5 Baths
- 2,686 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
/15
$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

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

Laura Derderian Killington Valley Real Estate

7137 Us Route 4, Bridgewater, VT 05034
/48
$215,000
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
295 Hotel Rd Unit 17, Brownsville, VT 05037

OWN FOR LESS THAN YOU CAN RENT!! Spacious and bright end unit condo on Ascutney Mountain. Fireplaced living room, dining area with balcony, kitchen and even an entry enclave. 3 bedrooms with 3 full baths. 1 bed/bath on 1st floor. 2 bedrooms, 2 baths, multiple closets and a sitting area on the upper level. The advantage of the 3rd floor is that you get the loft area, cathedral ceilings and some

Crystal Moses Crystal Moses

295 Hotel Rd Unit 17, Brownsville, VT 05037
/24
$750,000
- 2 Beds
- 1 Bath
- 679 Sq Ft
38 Northshore Dr, Ludlow, VT 05149

Same family owned for several decades and now it's time for another family to see the benefits of lakeside living. This cottage is located on private Northshore Drive on beautiful Lake Rescue. Use as-is for summer fun, then plan your future new build or winterize this home. Expand the existing footprint to suit your family's needs. The waterfront gazebo and storage building is your access to

Katherine Burns William Raveis Real Estate Vermont Properties

38 Northshore Dr, Ludlow, VT 05149
/34
$349,000
- 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
$595,000
- 3 Beds
- 2.5 Baths
- 1,223 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 w/ 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
$349,000
- 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

Holly Hall Hall Collins Real Estate Group

94 Perley Farm Rd, South Royalton, VT 05068
/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
/31
$405,000
- 3 Beds
- 2 Baths
- 1,476 Sq Ft
350 Lyman Batcheller Rd Unit 1C, Hartford, VT 05001

Welcome to this nicely updated 3-bedroom condo in the Salt Box village of Quechee Lakes. Ideally located within walking distance to the heart of the village, you'll enjoy easy access to the Village Green, library, and the renowned Simon Pearce restaurant and glassblowing studio.Inside, the condo features warm, beautiful wood floors and a tastefully updated kitchen, blending comfort and style.

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

350 Lyman Batcheller Rd Unit 1C, Hartford, VT 05001
/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

Gary Coger Four Seasons Sotheby's Int'l Realty

3630 Vt Route 103 N, Chester, VT 05143
/55
$975,000
- 3 Beds
- 3 Baths
- 1,656 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 ,

Carol Wood Williamson Group Sothebys Intl. Realty

509 Church Hill Rd, Wood Stock, VT 05091
/32
$299,000
- 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
/21
$15,000
- Land
- 1.05 Acres
- $14,286 per Acre
0 Vermont Route 100, Plymouth, VT 05056

Discover one of the most affordable ways to get into the Hawk Mountain Resort community. This parcel is located off scenic byway Route 100 and is only minutes to Okemo or Killington. There are 4 lakes all within a few minutes as well. Plenty of hiking, biking, boating, and fishing in the area. All plans and permits must be approved by the Hawk Architectural Review Board. No trailers, yurts, RV's

Kevin Barnes William Raveis Real Estate Vermont Properties

0 Vermont Route 100, Plymouth, VT 05056
/18
$50,000
- Land
- 2.07 Acres
- $24,155 per Acre
0 E Ash Rd, Plymouth, VT 05056

Welcome to Hawk East lot 2-20. This 2.07 acres lot is one of the closest lots to the Hawk Mountain Resort. There is a nice level area in the middle of the property that would make a nice building site. Easy access to Route 100 and only minutes to Okemo or Killington. There are 4 lakes all within a few minutes as well. Plenty of hiking, biking, boating, and fishing in the area. All plans and

Kevin Barnes William Raveis Real Estate Vermont Properties

0 E Ash Rd, Plymouth, VT 05056
/60
$1,597,000
- 6 Beds
- 5.5 Baths
- 4,225 Sq Ft
515 Shattuck Hill Rd Unit 515, 513 & 511, Reading, VT 05062

Nestled in the tranquil hills of West Windsor, Vermont, Rock Haven Estate is a remarkable 33.49-acre country sanctuary offering three separate luxury homes, set along a private drive & surrounded by nature’s beauty. Whether you're looking for a full-time residence with income-generating opportunities or a private family compound, Rock Haven Estate is a rare find! The Rock House - Hilltop Elegance

Kate Jarvis Williamson Group Sothebys Intl. Realty

515 Shattuck Hill Rd Unit 515, 513 & 511, Reading, VT 05062
/54
$1,690,000
- 5 Beds
- 4.5 Baths
- 4,617 Sq Ft
687 S Perry Rd, Woodstock, VT 05091

Privately sited on a knoll to capture sweeping North Westerly views, this expanded Classic Cape has been lovingly stewarded and tastefully updated over the years. Enter through the formal foyer with wainscot, or a convenient mudroom with powder room. Superior craftsmanship throughout featuring a beautifully appointed chef's kitchen with Viking range-top, wall ovens and best quality appliances,

Danny Kogut Williamson Group Sothebys Intl. Realty

687 S Perry Rd, Woodstock, VT 05091
/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
/32
$729,000
- 4 Beds
- 4 Baths
- 2,436 Sq Ft
168 Thorn Apple Ln, Hartford, VT 05047

Sweet 4 bedroom / 4 bath home nestled between Hillside and High Pastures Road. Accessed by a private road, you will find this property to be located in a great setting that’s quiet and has views of the Woodstock hillside. This home offers nice generous size rooms throughout and a wonderful floor plan. On the main floor, there is a nice size kitchen open to a large living room with a wood burning

Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

168 Thorn Apple Ln, Hartford, VT 05047
/55
$2,695,000
- 5 Beds
- 4.5 Baths
- 3,090 Sq Ft
248 Gird Lot Rd, Weathersfield, VT 05151

This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light.The spacious

Karen DeMas Four Seasons Sotheby's Int'l Realty

248 Gird Lot Rd, Weathersfield, VT 05151
/57
$599,900
- 3 Beds
- 2.5 Baths
- 1,835 Sq Ft
2475 Little Hollow Rd, Rochester, VT 05767

Quintessential VT Mountain Location with privacy & seclusion galore! Surrounded by thousands of acres of locally owned timberland, many abundant recreational opportunities to Mount Cushman and the magnificent Little Hollow recreational area. Absolutely Gorgeous 3 bedroom, 3 bath Modified Cape on 7.1 acres of open and wooded land, that is located at the very end of a Class 3 town maintained road,

Paul H Rea Rural Vermont Real Estate

2475 Little Hollow Rd, Rochester, VT 05767
/50
$945,000
- 4 Beds
- 2.5 Baths
- 2,044 Sq Ft
100 Pomfret Rd, Woodstock, VT 05091

Charming, Unique, and Ideally Located! Welcome to 100 Pomfret Road—a beautifully updated farmhouse set on four level, picturesque acres just a short walk from Mt. Tom, Billings Farm, and the heart of downtown Woodstock. This rare find blends timeless character with everyday convenience in a peaceful, brookside setting.Inside, you’ll find a sun-drenched home featuring four

Keri Cole Williamson Group Sothebys Intl. Realty

100 Pomfret Rd, Woodstock, VT 05091
/52
$1,495,000
- 4 Beds
- 3 Baths
- 3,311 Sq Ft
7511 Woodstock Rd, Hartford, VT 05001

Tucked just off Woodstock Road on over five meticulously landscaped acres, this distinguished 4-bedroom, 2.5-bath Colonial in Quechee, Vermont offers an exceptional blend of privacy and convenience — a short, scenic drive to Woodstock, Hanover, and Lebanon, NH, with easy access to I-89, I-91, and Woodstock Road. Inside, discover a gracious formal dining room with a cozy fireplace and a stunning

Richard Higgerson Higgerson & Company

7511 Woodstock Rd, Hartford, VT 05001
/34
$2,199,000
- 4 Beds
- 3.5 Baths
- 3,564 Sq Ft
15 Hathorn Hill Street Extension, Woodstock, VT 05091

An incredibly rare combination of in-Village and country living. 4+ acres and privacy with a pond and heated in-ground pool, yet walk-to-the Green. The residence, designed and built by the well-respected design-build firm Ambrose Construction, offers modern amenities, appliances and construction with a “Vermont Farmhouse” aesthetic. The vaulted ceiling timber frame great-gathering room has

John Snyder Snyder Donegan Real Estate Group

15 Hathorn Hill Street Extension, Woodstock, VT 05091
/60
$2,995,000
- 5 Beds
- 9 Baths
- 8,249 Sq Ft
1497 Bowman Rd, Barnard, VT 05068

Upper Farm- Circa 1799, large antique cape nestled on 12 acres with stream, multiple ponds, stunning waterfalls overlooking a large meadow. Beautiful extensive gardens for all those perennial enthusiasts with multiple stone terraces overlooking an apple orchard with a variety of types of apples. A two level barn for equipment/storage/animals. A brand new expansive 3 bay heated garage with

Gretchjen Smith Williamson Group Sothebys Intl. Realty

1497 Bowman Rd, Barnard, VT 05068
/59
$1,745,000
- 2 Beds
- 3 Baths
- 2,106 Sq Ft
7 North St, Woodstock, VT 05091

Stunning Renovated Antique Cape in the Heart of Woodstock Village!Tucked away on over an acre of beautifully landscaped land directly abutting the Marsh-Billings-Rockefeller National Park, this fully renovated antique Cape offers the rare combination of historic charm, modern efficiency, and unbeatable walkability. Located in the heart of Woodstock Village, you can stroll to the village

Keri Cole Williamson Group Sothebys Intl. Realty

7 North St, Woodstock, VT 05091
/15
$95,900
- 2 Beds
- 2 Baths
- 924 Sq Ft
291 Tall Timbers Dr, White River Junction, VT 05001

Discover a peaceful place to call your own in the Tall Timbers community.Nestled near the end of a quiet street, this home offers a serene atmosphere in a prime location. The desirable split-bedroom floor plan provides maximum privacy, with each bedroom and full bath located on opposite ends of the home. An open-concept living area seamlessly connects to a well-appointed kitchen, complete

Julie Davis KW Vermont Woodstock

291 Tall Timbers Dr, White River Junction, VT 05001
/29
$599,000
- 3 Beds
- 3 Baths
- 1,581 Sq Ft
1140 Murphys Rd Unit 10B, Hartford, VT 05001

Overlooking the Lakeland Golf course, a golf-cart ride to the Club, this highly desirable 3-bedroom, 3-bathroom condominium offers room for spacious gatherings and privacy on all three levels, filled with natural light. A wide deck off the living and dining areas is ideal for entertaining. The living room's gas fireplace will enhance your winter evenings and Apres-Ski experience. Quechee Land

Barbara Ruel Coldwell Banker LIFESTYLES - Quechee

1140 Murphys Rd Unit 10B, Hartford, VT 05001

Showing Results 241 - 280, Page 7 of 14

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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.