Windsor County VT Homes for Sale

/60
$198,500
- 3 Beds
- 3 Baths
- 1,670 Sq Ft
342 Jackson Gore Rd Unit 342/344 Q1, Ludlow, VT 05149

Experience true slopeside living for a fraction of the cost with this quarter-share at Jackson Gore on Okemo—Unit 342/344 QIV. This spacious 3-bedroom, 3-bathroom condo sleeps up to 12 and features a lock-out design, allowing you to use one side and rent the other, use both, or rent both for maximum flexibility and income potential. Highlights include a fully equipped kitchen, two fireplaces,

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 696-6705

342 Jackson Gore Rd Unit 342/344 Q1, Ludlow, VT 05149
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/36
$367,000
- Land
- 11 Acres
- $34,754 per Acre
0 Valley View Dr, Ludlow, VT 05149

Elevate Your Lifestyle at Summit Ridge - Tucked away in a private, gated community just minutes from the slopes of Okemo and our Lakes Region, this homesite is the perfect canvas for your mountain dream home. Imagine waking up to panoramic, long-range mountain views in every direction—serenity, space, and stunning scenery, all wrapped into one unbeatable location with 10.56 acres. You're just a

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 424-8692

0 Valley View Dr, Ludlow, VT 05149
/47
$395,000
- 3 Beds
- 2 Baths
- 1,116 Sq Ft
32 Route 103 S Unit D4, Ludlow, VT 05149

Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 705-0113

32 Route 103 S Unit D4, Ludlow, VT 05149
/54
$895,000
- 4 Beds
- 4.5 Baths
- 2,769 Sq Ft
104 Main St, Ludlow, VT 05149

Discover one of Ludlow Village’s true gems—now beautifully reimagined into a stunning 4-bedroom, 4.5-bathroom residence that perfectly balances classic charm with modern luxury. Whether you’re searching for a primary home, vacation retreat, or an investment opportunity, this timeless property offers it all. Step inside to an inviting open-concept living space, with soaring ceilings and abundant

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 898-8861

104 Main St, Ludlow, VT 05149
/16
$150,000
- Land
- 6 Acres
- $25,253 per Acre
0 Brook Rd, Springfield, VT 05156

This beautiful 5.94 acre lot set high upon a hill has complete privacy! A half mile long driveway leads through the trees to a landing with mowed field to build your Vermont dream home. Gorgeous sunset views and lots of wildlife! The land is very fertile and has been farmed for over 100 years. Power on site. Nearby to town, country club, and rec center. **Land is behind 341 Brook Road in

Lisa Friedman

Great American Dream Realty

(802) 454-3572

0 Brook Rd, Springfield, VT 05156
/28
$375,000
- Land
- 10 Acres
- $37,955 per Acre
0 Turtle Hill Rd, Ludlow, VT 05149

Build Your Dream Home with Breathtaking Okemo Views! This exceptional nearly 10-acre parcel offers the perfect balance of privacy and convenience, just minutes from town. Enjoy some of the finest views of Okemo while designing your Vermont retreat. Nestled on a private road, this is the perfect spot for your four-season getaway—close to world-class skiing, the lakes region, top-rated restaurants,

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 348-2304

0 Turtle Hill Rd, Ludlow, VT 05149
/14
$230,000
- Land
- 6 Acres
- $36,918 per Acre
1090 New Boston Rd, Norwich, VT 05055

Build your dream home on the hill of this sunny 6.23 acre parcel in Norwich. A building site has been cleared for the highest point of the property with a view. An engineer has completed a wetlands study and an application is ready to be submitted for approvals. There is a camp on the property in need of a septic, should you keep it. Just minutes from Dartmouth College and the Upper Valley.

Melissa Robinson

Coldwell Banker LIFESTYLES - Hanover

(802) 808-6490

1090 New Boston Rd, Norwich, VT 05055
/37
$495,000
- 3 Beds
- 1.5 Baths
- 1,630 Sq Ft
19 Prospect St, Ludlow, VT 05149

Step into the charm of Ludlow village living with this captivating gem on Prospect St! Nestled on a serene street, this village charmer seamlessly blends historic allure with modern convenience, offering a lifestyle of ease and elegance. Enjoy easy access to the Okemo shuttle, local shops, and delectable dining options, all while relishing the tranquility of this picturesque neighborhood. Indulge

Sarah Sheehan

William Raveis Real Estate Vermont Properties

(802) 278-6550

19 Prospect St, Ludlow, VT 05149
/44
$600,000 Open Sat 1PM - 3PM
- 3 Beds
- 3 Baths
- 1,826 Sq Ft
789 Hammond Hill Rd, West Windsor, VT 05089

“The Hideaway House”. . . An Oasis of Tranquility. Nestled away in a bowl of woods & set back over 200 feet from the road, this 3-bedroom, 3-full-bath home with attached 2-car garage & extremely high-speed fiber optic Internet offers sanctuary-like privacy situated on 5.52 hillside acres in fashionable West Windsor, VT. This welcoming residence is secluded serenity at its best & is located in

Ross Doody

Century 21 Highview Realty

(802) 461-4869

789 Hammond Hill Rd, West Windsor, VT 05089
/32
$1,299,000
- 5 Beds
- 2.5 Baths
- 2,662 Sq Ft
63 Shiloh Ln, Norwich, VT 05055

Tucked away on magical Shiloh Lane, this 21.5-acre property offers a peaceful, park-like setting with beautifully landscaped grounds, two potential pond sites, horse barn, greenhouse, garden space and trails. Step inside from the covered front porch or the stone patio and discover a thoughtfully cared for home filled with warmth and character. The 2023 kitchen renovation includes striking Mexican

Melissa Robinson

Coldwell Banker LIFESTYLES - Hanover

(802) 810-8665

63 Shiloh Ln, Norwich, VT 05055
/33
$499,000 New Construction
- 3 Beds
- 2 Baths
- 1,334 Sq Ft
216 Quechee-Hartland Rd, Hartford, VT 05059

New construction in Quechee, VT with no HOA fees. This country-style ranch offers the perfect blend of comfort and charm.Featuring 3 bedrooms and 2 full baths, this home features an open-concept design, seamlessly connecting the living room, dining area, and kitchen—ideal for modern living and entertaining. The first level primary suite includes a spacious walk-in closet and a private full bath.

Melissa Robinson

Coldwell Banker LIFESTYLES - Hanover

(802) 644-7200

216 Quechee-Hartland Rd, Hartford, VT 05059
/60
$1,485,000
- 5 Beds
- 4.5 Baths
- 4,424 Sq Ft
229 Bradley Hill Rd, Norwich, VT 05055

Welcome to this beautifully renovated historic farmhouse, nestled on 3.4 serene acres in picturesque Norwich, VT. Bathed in natural light and brimming with character, this spacious home masterfully blends timeless charm with modern comfort. Carefully restored architectural details complement bright, airy living spaces and updated amenities designed for modern living. Whether you're entertaining,

Heidi Ruth Coldwell Banker LIFESTYLES - Hanover

229 Bradley Hill Rd, Norwich, VT 05055
/36
$995,000
- 4 Beds
- 3.5 Baths
- 3,650 Sq Ft
126 Primrose Ln, Hartford, VT 05047

126 PRIMROSE LANE- Spacious, well-built, and updated colonial in desirable location just a few minutes from the Quechee Club. A newer premium kitchen with direct access to a large west facing deck that wraps the back of the house, abutting great room with a vaulted ceiling centered around a beautiful stone fireplace, and a formal dining room adjacent the kitchen make for an ideal layout for

David Donegan Snyder Donegan Real Estate Group

126 Primrose Ln, Hartford, VT 05047
/60
$630,000
- 5 Beds
- 5.5 Baths
- 5,478 Sq Ft
311 Old Route 12, Bethel, VT 05032

Tucked at the edge of a stunning park-like lawn, this spacious home offers both privacy and convenience—just minutes from the Barnard General Store, Silver Lake, Woodstock, and Bethel. Surrounded by landscaped grounds with ponds, rock walls, and gardens, it's a true Vermont retreat. Enjoy the peaceful setting from the deck or the covered porch.The sun-filled main level features a bright kitchen

Lucas deSousa Vermont Real Estate Company

311 Old Route 12, Bethel, VT 05032
/60
$949,000
- 6 Beds
- 6 Baths
- 5,497 Sq Ft
31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity!In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New

Kate Cassidy Four Seasons Sotheby's Int'l Realty

31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
/22
$645,000
- 3 Beds
- 1.5 Baths
- 1,468 Sq Ft
187 Dana Rd, Woodstock, VT 05091

This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the

Mary Mayhew Snyder Donegan Real Estate Group

187 Dana Rd, Woodstock, VT 05091
/46
$825,000
- 3 Beds
- 3 Baths
- 1,432 Sq Ft
58 Greenbush Rd, Cavendish, VT 05142

Charming Cape Cod Home in a Serene Country Setting – 10.10 AcresWelcome to this beautifully transformed Cape Cod-style home, nestled on just over 10 acres of picturesque countryside. Offering a perfect blend of classic charm and modern convenience, this inviting property is ideal for those seeking tranquility and space. Step onto the welcoming front porch, where you can relax and take in the

Katie Ladue Gilbert KW Vermont Woodstock

58 Greenbush Rd, Cavendish, VT 05142
/16
$425,000
- 6 Beds
- 4 Baths
- 2,243 Sq Ft
3 MacE Hill Rd, Hartland, VT 05048

Strong Cash Flow! Profitable Investment Opportunity! This fully leased three unit multifamily property is an excellent chance for investors to add a consistent cash flowing property to their portfolio or for an onsite owner to occupy one unit and let the extra additional rents help pay for your housing. A low maintenance property with nice updates over the years which include separate electrical

Alex DeFelice The Clerkin Agency, P.C.

3 MacE Hill Rd, Hartland, VT 05048
/40
$3,500,000
- 6 Beds
- 6 Baths
- 5,433 Sq Ft
61 Academy Cir, Woodstock, VT 05071

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The

Carol Wood Williamson Group Sothebys Intl. Realty

61 Academy Cir, Woodstock, VT 05071
/40
$2,675,000
- 6 Beds
- 6 Baths
- 7,619 Sq Ft
5518 Vermont 12, Woodstock, VT 05091

An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All the amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round cultural events

John Wetmore Wetmore Real Estate

5518 Vermont 12, Woodstock, VT 05091
/42
$8,000,000
- 3 Beds
- 3.5 Baths
- 6,096 Sq Ft
115 Eastman Rd, South Woodstock, VT 05071

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

Keri Cole

115 Eastman Rd, South Woodstock, VT 05071
/23
$329,900
- Land
- 142 Acres
- $2,323 per Acre
0 Chateauguay Rd Unit 22557682, Woodstock, VT 05091

Interested in this property? Call, text, or email us today for more details!(540) 824-3372Feel free to visit the property any time, no need to set up an appointment, this property has no address.Subscribe to email alerts by texting your e-mail address to (541) 375-0012 and be the first to know when we get a great deal in.By texting (541) 375-0012 you authorize Country Land

Luke Harris Country Land Sellers

0 Chateauguay Rd Unit 22557682, Woodstock, VT 05091
/15
$237,000
- Land
- 221 Acres
- $1,072 per Acre
0 New Boston Rd, Thetford, VT 05074

IntroductionThe ownership is selling their property in two separate parcels, divided by the town line. The +/-60 acre Strafford parcel is well suited to future home development with paved town road frontage and roadside electric service. The +/-220 acre Thetford parcel is well suited to a camp or seasonal off-grid home development with beautiful local views.Both parcels have

John Latham Fountains Land

0 New Boston Rd, Thetford, VT 05074
/60
$795,000
- 5 Beds
- 3 Baths
- 3,627 Sq Ft
5 Whispering Pines Rd, Ludlow, VT 05149

Experience the Best of Country Living on North HillLocated just 1.9 miles from Okemo, this charming 5-bedroom contemporary home offers the perfect balance of privacy and convenience. Whether you're hitting the slopes in winter or teeing off in summer, world-class skiing and golf are just moments away. Plus, Main Street’s pubs, pizza parlors, fine dining, and unique shops are all within easy

Diane Rousseau Four Seasons Sotheby's Int'l Realty

5 Whispering Pines Rd, Ludlow, VT 05149
/55
$669,000
- 3 Beds
- 3.5 Baths
- 2,391 Sq Ft
3440 Route 44, West Windsor, VT 05037

This well cared for contemporary home has only been used as a second home for the original owners. The house takes advantage of the southwest exposure to be able to bring the outside in with the use of large palladium windows and multiple French doors. Some of the interior features include 3 woodburning fireplaces ,wide pine floors ,vaulted ceilings ,and skylights. The floor plan has an easy

Carol Wood Williamson Group Sothebys Intl. Realty

3440 Route 44, West Windsor, VT 05037
/56
$629,000
- 5 Beds
- 3.5 Baths
- 3,470 Sq Ft
1057 Quarry Rd, Chester, VT 05143

Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside,

Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

1057 Quarry Rd, Chester, VT 05143
/33
$775,000
- 4 Beds
- 2.5 Baths
- 1,844 Sq Ft
36 Lower IV Unit 48A, Ludlow, VT 05149

Beautifully Updated Okemo Trailside Townhome. This tri-level end unit has the feel of being in a country home surrounded by lush trees, however it is on the private shuttle route or a short walk to the trail. You enter the enlarged and spacious mudroom, then into the open kitchen/living/dining rooms with sliders to the wrap around deck. The wood burning fireplace warms this floor for a ski lodge

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

36 Lower IV Unit 48A, Ludlow, VT 05149
/39
$635,000
- 3 Beds
- 2.5 Baths
- 1,452 Sq Ft
3361 County Rd, Windsor, VT 05089

Enjoy privacy and lovely views from this well executed contemporary home overlooking copious gardens and mature plantings to a spectacular pond with an arched footbridge (spotlights highlight the bridge after dark) to access your own little island. Beautiful updates throughout the home include new cedar shingles on the entire house, garage and workshop shed. The kitchen features custom oak

Danny Kogut Williamson Group Sothebys Intl. Realty

3361 County Rd, Windsor, VT 05089
/32
$899,500
- 4 Beds
- 3 Baths
- 3,190 Sq Ft
598 E Woodstock Rd, Woodstock, VT 05091

This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The

Geoff Eckler Real Broker LLC

598 E Woodstock Rd, Woodstock, VT 05091
/60
$1,295,000
- 5 Beds
- 3.5 Baths
- 2,649 Sq Ft
331 Vermont Route 100, Plymouth, VT 05149

Experience the blend of lakeside tranquility and ski country convenience at Echo View Farm—an exquisitely restored Vermont farmhouse set on 6.7 picture-perfect acres overlooking Echo Lake. Every detail of this five-bedroom, three-and-a-half-bath retreat has been thoughtfully curated to deliver timeless elegance with modern comfort. Step into the heart of the home where a chef’s kitchen, complete

Kevin Barnes William Raveis Real Estate Vermont Properties

331 Vermont Route 100, Plymouth, VT 05149
/42
$1,100,000
- 3 Beds
- 2 Baths
- 2,590 Sq Ft
112 Hopson Rd, Norwich, VT 05055

Nestled up the hill along a highly desirable Hopson Road neighborhood, this well-maintained mid-century modern home blends comfort and convenience, located just moments from Norwich Town, Dartmouth College, DHMC and hiking trails. The bright, open-concept kitchen, dining, and living area is the heart of the home, framed by a stone fireplace and floor-to-ceiling windows that flood the space with

Tyler Hall BHHS Verani Upper Valley

112 Hopson Rd, Norwich, VT 05055
/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
/40
$399,999
- 3 Beds
- 2 Baths
- 1,116 Sq Ft
32 Route 103 S Unit B8, Ludlow, VT 05149

Brookhaven B8, a delightful three-bedroom, two-bathroom condominium located in the Ludlow Village. This beautifully renovated home offers a fantastic combination of comfort and convenience. You'll be just minutes away from the base of Okemo Mountain and the wonderful restaurants and shops in the village, with the added bonus of a free shuttle to the mountain. Inside, the condo features stylish

Katherine Burns William Raveis Real Estate Vermont Properties

32 Route 103 S Unit B8, Ludlow, VT 05149
/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
/24
$800,000
- 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
/27
$650,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
952 Scout Camp Rd, Plymouth, VT 05056

This is a little bit of heaven right here. Located on the backside of quiet Lake Amherst is a home that is much more than a summer camp. Built in 2015, so there are virtually no headaches to be expected. The structure is in great shape and so are the mechanicals. There is a porch across the entire front of the house to overlook the lake...room for dining, sleeping or relaxing in the rockers with

Betty McEnaney Diamond Realty

952 Scout Camp Rd, Plymouth, VT 05056
/32
$779,000
- 4 Beds
- 4 Baths
- 2,912 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
/57
$640,000
- 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
/39
$775,000
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
17 Golf Ave, Woodstock, VT 05091

Nestled in the heart of the picturesque Village of Woodstock, this beautiful 3-bedroom, 2.5-bath home offers a perfect blend of classic Vermont charm and modern comfort. Overlooking a serene pond, the home boasts an open floor plan on the main level..Step inside to find warm wood floors throughout, a welcoming fireplace that anchors the spacious living area, a thoughtfully laid out kitchen with a

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

17 Golf Ave, Woodstock, VT 05091
/35
$765,000
- 3 Beds
- 3 Baths
- 2,247 Sq Ft
62 Highland Views N, Ludlow, VT 05149

Motivated sellers...Don't miss out!! This is the best of both worlds...convenient location and privacy all at the same time. This home is in absolutely perfect condition. Just 2 years old, there will be no headaches for the next owner. Three levels of living space for you to enjoy. The wall of windows brings the outside in. The woods surrounding the house give you solitude, but there are

Betty McEnaney Diamond Realty

62 Highland Views N, Ludlow, VT 05149

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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.