Luxury Homes for Sale in Vermont

/39
$1,200,000
- 4 Beds
- 3 Baths
- 3,308 Sq Ft
76 Goldthwaite Rd, Chester, VT 05143

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting

Gary Coger Four Seasons Sotheby's Int'l Realty

76 Goldthwaite Rd, Chester, VT 05143
/60
$1,200,000

$100K PRICE DROP
- 4 Beds
- 2 Baths
- 1,908 Sq Ft
366 Knapp Pond Rd, Cavendish, VT 05142

Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances,

Franchesca Collins Hall Collins Real Estate Group

366 Knapp Pond Rd, Cavendish, VT 05142
/31
$1,200,000
- 1 Bath
- 950 Sq Ft
109 Winhall Hollow Rd, Winhall, VT 05340

Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

109 Winhall Hollow Rd, Winhall, VT 05340
/44
$1,200,000
- 3 Beds
- 3.5 Baths
- 1,796 Sq Ft
320 Okemo Trailside Extension Unit 36E, Ludlow, VT 05149

Direct slopeside 3-bedroom plus family room townhome with numerous updates. Wonderful mountain location abuts Okemo State Forest and offers outstanding views. Expanded mudroom with built-ins leads out to private exterior ski closet and ski slopes. Kitchen updates include stainless steel appliances, tile floor and backsplash, and wood cabinetry. Open living room/dining room design with cathedral

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

320 Okemo Trailside Extension Unit 36E, Ludlow, VT 05149
/45
$1,200,000
- 6,750 Sq Ft
1035 US Route 5, Derby, VT 05829

Unique Investment Opportunity here in the Northeast Kindgom of Vermont, this fully occupied 7 unit complex siting on 16 plus acres of land with lots of room for future developement re: lots of road frontage and the spacious 3 story barn just waiting for your Architectural flair and developement visions. All 7 units are consistently occupied with long term professional tenants. The original

Lee Fitzgerald-Pierce Century 21 Farm & Forest

1035 US Route 5, Derby, VT 05829
/56
$1,200,000

$1M PRICE DROP
- 6 Beds
- 3 Baths
- 3,340 Sq Ft
215 & 221 Vt Route 30, Dorset, VT 05251

Two homes, multiple barns and outbuildings on 60 +/- incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain

Margretta Fischer

Wohler Realty Group

215 & 221 Vt Route 30, Dorset, VT 05251
/58
$1,200,000
- 4 Beds
- 3 Baths
- 3,120 Sq Ft
81 Top Deck Ln, Newport Center, VT 05857

A unique opportunity to own a piece of the history of the Northeast Kingdom. Locally known as the "Top Deck" , which was a restaurant and a campground, but now has been a single family home for about 50 years. Over 7 acres and 217 feet of sandy beach waiting for a sunny day. Mostly open land with room for a stable? Golf hole? And, bring the family. Room for all. The 2nd floor has 10 foot wooded

Michael Conley Conley Country Real Estate & Insurance

81 Top Deck Ln, Newport Center, VT 05857
/43
$1,200,000

$1M PRICE DROP
- Land
- 60 Acres
- $20,000 per Acre
215 Vermont 30, Dorset, VT 05251

Opportunities are Knocking! Welcome to an extraordinary 50+ acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s

Margretta Fischer

Wohler Realty Group

215 Vermont 30, Dorset, VT 05251
/51
$1,199,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
52 Fishing Access Rd, Ludlow, VT 05149

Lakefront Living Meets Mountain Adventure on Lake RescueLocated just minutes from Okemo Mountain, this home offers a rare opportunity to own a property that masterfully bridges the best of Vermont’s lake and ski seasons. Whether you are seeking a premier lakefront retreat or a cozy mountain lodge, this home is designed to deliver the perfect four-season lifestyle.The interior is built for

Gail Beardmore

Engel & Völkers Okemo

52 Fishing Access Rd, Ludlow, VT 05149
/40
$1,199,000
- 3 Beds
- 1.5 Baths
- 2,504 Sq Ft
38 Ordway Rd, Strafford, VT 05072

Sentinel Maples Farm- set on 123 acres, this timber-framed farmhouse offers a rare combination of craftsmanship, scale, and privacy in the Upper Valley. A pair of mature maple trees frames the entrance to the driveway, setting the tone for what follows: hand-hewn beams, cherry floors, and long views across fields, forest, and a private pond toward the surrounding mountains.Built by a local

Carter Auch BHHS Verani Upper Valley

38 Ordway Rd, Strafford, VT 05072
/60
$1,199,000

$166K PRICE DROP
- 5 Baths
- 18,780 Sq Ft
14 School St, Bristol, VT 05443

Positioned in the vibrant heart of Bristol Vermont, this iconic former high school presents an exceptionally rare opportunity to acquire a fully leased, income-producing asset with both commercial use and residential zoning, offering multiple avenues for future value and flexibility. Assets of this scale, history, and versatility especially at an approachable price point are rarely brought to

Kate Earley Flex Realty

14 School St, Bristol, VT 05443
/50
$1,195,000
- 5 Beds
- 3.5 Baths
- 3,536 Sq Ft
1845 Hatch School Rd, Brattleboro, VT 05301

Built in 2016 and set on just over 99 acres in the hills of Halifax, this striking mountain-modern home offers an exceptional combination of privacy, open land, thoughtful energy efficient design, and easy access to Southern Vermont recreation. With five bedrooms and four baths, the home provides generous space for family and guests while showcasing beautiful architectural details

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

1845 Hatch School Rd, Brattleboro, VT 05301
/57
$1,195,000
- 4 Beds
- 2.5 Baths
- 3,516 Sq Ft
257 Fairway Dr, South Burlington, VT 05403

Situated at the end of a quiet cul de sac in the sought after Ironwood community, this extensively upgraded townhome offers refined living with scenic views along the 18th fairway of Vermont National Country Club. Thoughtful enhancements throughout elevate the open floor plan, beginning with a spacious entryway that leads to an elegant living and dining area filled with natural light and upgraded

Ben Durant The Durant Agency

257 Fairway Dr, South Burlington, VT 05403
/42
$1,195,000

$55K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,289 Sq Ft
347 Barts Hill Rd, Killington, VT 05751

Welcome to 347 Barts Hill Road, a beautifully renovated contemporary mountain retreat. Set on just over an acre in a small, desired private neighborhood off scenic route 100, this turnkey three-bedroom, three-bath home offers exposed wood beams, cathedral ceilings, abundant natural light and plenty of space. The entire house has been remodeled over the last two years and thoughtfully updated from

Katie McFadden RE/MAX North Professionals

347 Barts Hill Rd, Killington, VT 05751
/60
$1,195,000

$180K PRICE DROP
- 4 Beds
- 3 Baths
- 3,979 Sq Ft
16 Church St, Woodstock, VT 05091

This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within walking distance of Village shops, restaurants, and resort amenities. The home has overlooked the Ottauquechee River and the former Woodstock woolen mill since 1890. The old mill has long since been repurposed as a children’s daycare center surrounded by community pools,

Laird Bradley Williamson Group Sothebys Intl. Realty

16 Church St, Woodstock, VT 05091
/54
$1,195,000

$54K PRICE DROP
- 3 Beds
- 3 Baths
- 3,654 Sq Ft
201 Chester Rd, Grafton, VT 05146

Meticulously maintained and thoughtfully designed, this three-bedroom, three-bath home offers the perfect balance of comfort, functionality, and classic Vermont charm. Set on a picturesque parcel with stunning long-range views, the property is surrounded by mature trees, a small pond, established gardens, and simple, easy-to-maintain landscaping that enhances the natural beauty of the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

201 Chester Rd, Grafton, VT 05146
/58
$1,195,000

$200K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,112 Sq Ft
683 Reservoir Rd, White River Junction, VT 05001

Welcome to Trail’s End - an oasis of peace and tranquility suffused with the restorative power of nature. Set amidst lush gardens and rolling lawns, this gorgeous timber frame house blends traditional looks with modern sensibilities and amenities, offering comfortable, light-filled, and highly functional spaces throughout. The beautifully appointed main floor primary bedroom features a spacious

Zoe Hathorn Washburn Snyder Donegan Real Estate Group

683 Reservoir Rd, White River Junction, VT 05001
/57
$1,185,000
- 4 Beds
- 3.5 Baths
- 3,924 Sq Ft
95 Crescent Rd, Burlington, VT 05401

Your family will approve of this Classic Craftsman Style "South Hill Section" home in one of Burlington's nicest established neighborhoods! Close to UVM Campus and Medical Center and just a quick drive or bike to shopping, services and transportation via Shelburne Road North or South. Expansive 1st floor level with formal dining/living rooms and gas fireplace, spacious walk thru kitchen with

Gregory Monteith Select Realty Inc.

95 Crescent Rd, Burlington, VT 05401
/45
$1,165,000
- 4 Beds
- 2.5 Baths
- 3,338 Sq Ft
1472 Carpenter Hill Rd, Guilford, VT 05301

The Governor Carpenter Homestead, a pivotal piece of American history in Guilford, VT, is now accepting applications for its next Steward. This remarkable property was constructed in 1772 by Benjamin Carpenter, Vermont's first Lieutenant Governor. Lovingly maintained for decades, the residence combines historic integrity with modern functionality. Key features include: Architectural Significance:

Thomas Dahlin Berkley & Veller Greenwood Country

1472 Carpenter Hill Rd, Guilford, VT 05301
/60
$1,160,000
- 5 Beds
- 4 Baths
- 3,664 Sq Ft
82 N Brookwood Rd, Stratton, VT 05360

Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast,

Kim Morgan-Wohler Wohler Realty Group

82 N Brookwood Rd, Stratton, VT 05360
/36
$1,150,000
- 3 Beds
- 2.5 Baths
- 2,834 Sq Ft
68 Petty Brook Rd, Milton, VT 05468

Built in 2023 and privately situated on 9.96 acres at the end of a dead-end road, this luxury Milton home combines upscale finishes, exceptional privacy and convenient access just 2 minutes from Exit 17. The dramatic main living area features 20+ foot cathedral ceilings, maple hardwood floors, Pella windows, solid doors and a wood-burning fireplace with stone hearth. The beautifully appointed

The Nancy Jenkins Team Nancy Jenkins Real Estate

68 Petty Brook Rd, Milton, VT 05468
/34
$1,150,000
- 5,214 Sq Ft
14 Sunset Dr, Waterbury Center, VT 05677

Exceptional investment opportunity in a prime Waterbury location along the highly traveled Waterbury-Stowe/Route 100 corridor. Offering approximately 5,214 finished square feet, this versatile property combines existing residential and income-producing spaces with exciting potential for future multifamily use.The property currently includes spacious residential accommodations featuring

Shannon Kane

CENTURY 21 North East

14 Sunset Dr, Waterbury Center, VT 05677
/45
$1,150,000
- 5 Beds
- 3 Baths
- 3,065 Sq Ft
240 Ghia Farm Rd, Ludlow, VT 05149

Located just a few minutes walk from Okemo's Sachem trail, this two family spacious 5-bedroom, 3-bathroom multi-level home offers exceptional flexibility for year-round living, vacationing, or hosting family and friends. Lovingly owned for almost 30 years, this home is designed with a versatile multi-family layout. Each level provides its own inviting living space while maintaining the warmth and

Joseph Karl William Raveis Real Estate Vermont Properties

240 Ghia Farm Rd, Ludlow, VT 05149
/57
$1,150,000
- 4 Beds
- 3.5 Baths
- 4,266 Sq Ft
476 Dix Hill, Plymouth, VT 05056

This perfect country get-away offers privacy, views to the west of Okemo Mountain and easy access to skiing and the lakes region, all just a short drive away. With over 4,000 sq. ft. and generous size rooms throughout, the (3) floors of quality living space have been beautifully updated and maintained by the current owners. A few of the homes many notable features include a large air lock entry,

Roger Danyew Diamond Realty

476 Dix Hill, Plymouth, VT 05056
/35
$1,150,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
528 Pinnacle Rd, Stowe, VT 05672

Stowe Retreat with Modern Updates and Room to Grow Tucked into a peaceful wooded setting on a quiet residential road, this thoughtfully renovated home offers the perfect balance of privacy, outdoor access, and modern comfort. Located just a short walk from the Stowe Pinnacle trailhead, it's an ideal basecamp for year-round adventure while remaining close to everything Stowe has to offer. The

Jonathan Minerick

528 Pinnacle Rd, Stowe, VT 05672
/60
$1,150,000

$50K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,352 Sq Ft
884 Bridgewater Center Rd, Bridgewater Corners, VT 05035

Between Woodstock and Killington, on 13.68 private acres near the north branch of the Ottauquechee River, this one-owner estate was built from the ground up with uncommon care. Offered at $1,150,000, below its April 2026 appraisal. Four bedrooms, five baths and 4,352 finished square feet, with radiant floor heat throughout, a new furnace and boiler, a standing seam metal roof, a private well

Tucker Adirondack Lange Lange & Lange

884 Bridgewater Center Rd, Bridgewater Corners, VT 05035
/59
$1,150,000
- 5 Beds
- 4.5 Baths
- 3,370 Sq Ft
1036 N Main St, Bethel, VT 05032

Set along the storied banks of the White River, the historic WA Dunham Farm—also known as the Hungerford Farm—offers a rare blend of Vermont heritage, natural beauty, and modern comfort on 92.6 conserved acres. Originally built circa 1867, this extensively restored estate features nearly one mile of private river frontage with a secluded beach, perennial streams, protected woodlands, open

Evan Russell Real Broker LLC

1036 N Main St, Bethel, VT 05032
/42
$1,150,000
- 4 Beds
- 1 Bath
- 1,972 Sq Ft
2245 Burrington Hill Rd, Whitingham, VT 05361

Lovely 1800s vintage dairy farm on 100+ acres in the heart of Whitingham Vermont, just a short driving to nearby country villages, lakes, skiing, and more. Conveniently just over the MA border sits this amazing property which has been in the same family for 2 generations. Nestled on the crest of rolling pasture, you are treated to long range three state mountain views including Mount Monadnock to

Michael Purcell Berkley & Veller Greenwood/Dover

2245 Burrington Hill Rd, Whitingham, VT 05361
/43
$1,150,000
- 4 Beds
- 2 Baths
- 2,196 Sq Ft
405 Brookside Rd, Westford, VT 05494

Set on 115.7 acres in the peaceful countryside of Westford, Vermont, this 4-bedroom, 2-bathroom farmhouse and surrounding property offers a lifestyle defined by space, privacy, and a deep connection to the land. With rolling acreage and wooded areas, the property presents opportunities for small-scale farming, homesteading, maple sugaring, and trail use: the home is located on 55 acres and the

Sarah Harrington Coldwell Banker Hickok and Boardman

405 Brookside Rd, Westford, VT 05494
/27
$1,150,000

$650K PRICE DROP
- 1,066 Sq Ft
56 Wright Ave, Burlington, VT 05401

Incredible opportunity to own a beautifully updated 3-unit property in Burlington’s highly desirable South End, offering stunning views of Lake Champlain from each apartment. This well-maintained building features three one-bedroom units, each thoughtfully upgraded with quality finishes and modern systems. Recent improvements include all new windows, Therma Tru exterior doors, and new flooring

Brian French Brian French Real Estate

56 Wright Ave, Burlington, VT 05401
/58
$1,150,000

$50K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,800 Sq Ft
2112 Middle Rd, Salisbury, VT 05769

Experience the best of Vermont living in this Salisbury country home, perfectly suited to capture sweeping, long-range mountain views. Set on 18 acres, the land gently descends to the Middlebury River, providing private access for fishing and the calming sound of flowing water.Designed with versatility in mind, the home functions beautifully as a spacious single-family residence or a

Roxanna Emilo Emilo Real Estate, LLC

2112 Middle Rd, Salisbury, VT 05769
/9
$1,150,000

$500K PRICE INCREASE
- Land
- 2.71 Acres
- $424,354 per Acre
Lot 12 Mountain Side Dr, Killington, VT 05751

Build Your Dream Home in One of Killington’s Most Exclusive Communities Set within the prestigious Mountainside development, this exceptional 2.71-acre, single-family building lot at 2,450 ft elevation offers the opportunity to create your own private Killington retreat in an increasingly exclusive community of high end homes. Tucked just off East Mountain Road, Mountainside combines privacy and

Bret Williamson Killington Valley Real Estate

Lot 12 Mountain Side Dr, Killington, VT 05751
/38
$1,149,000
- 2 Beds
- 2 Baths
- 1,829 Sq Ft
1099 E Shore Rd, Isle La Motte, VT 05463

Discover this waterfront property on a quiet dead-end road, offering 1.95 acres and 156 feet of shoreline on Lake Champlain. Built in 2015 with quality materials, this single-level ranch home provides panoramic lake and mountain views, with sunrise at the front and sunset at the back. The bright interior features a cathedral ceiling, a mahogany window wall with direct lake views from the kitchen

David White OwnerEntry.com

1099 E Shore Rd, Isle La Motte, VT 05463
/58
$1,149,000
- 3 Beds
- 2.5 Baths
- 2,971 Sq Ft
316 Lakewood Dr, Swanton, VT 05488

Some homes sit near the lake. This one is built around enjoying it.316 Lakewood Drive is a Lake Champlain waterfront home with true character. Nearly 3,000 square feet, three bedrooms, a full-size bonus room, two and a half baths, and a floor plan where every space has a purpose. An open-concept kitchen flows into the living room. A dining room made for long dinners. A den for the quiet

Renick Darnell-Martin BHHS-VT Realty Group St Albans, VT

316 Lakewood Dr, Swanton, VT 05488
/60
$1,149,000
- 3 Beds
- 3 Baths
- 3,986 Sq Ft
3382 Sterling Valley Rd, Stowe, VT 05672

Tucked away on 5.5 private acres along Stowe’s Sterling Valley Road, this home feels like a peaceful retreat, immersed in a serene wooded setting where beautifully maintained grounds, mature trees and exceptional privacy create a true sense of seclusion and escape. Inside, almost 4,000 square feet of finished living space offers exposed beams, expansive gathering spaces and a striking stone

Templeton Real Estate Group KW Vermont

3382 Sterling Valley Rd, Stowe, VT 05672
/43
$1,135,000

$115K PRICE DROP
- 5 Beds
- 3.5 Baths
- 2,939 Sq Ft
89 Jordan Rd, Strafford, VT 05072

Set on 54.4 private acres in the hills of Strafford, this beautifully maintained New Englander offers sweeping long-range views, exceptional privacy, and a thoughtfully designed energy-efficient lifestyle. The five-bedroom, four-bath home was completely renovated in 2006 and features warm natural light, exposed beams, expansive windows, and inviting living spaces that seamlessly connect to the

Kate Cassidy Four Seasons Sotheby's Int'l Realty

89 Jordan Rd, Strafford, VT 05072
/47
$1,130,000

$95K PRICE DROP
- 4 Beds
- 3 Baths
- 3,357 Sq Ft
153 High Meadow Rd, Winhall, VT 05340

Exceptional Offering and Value Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling

Britt Wohler

153 High Meadow Rd, Winhall, VT 05340
/55
$1,129,000

$66K PRICE DROP
- 4 Beds
- 2 Baths
- 2,738 Sq Ft
6867 US Route 2, North Hero, VT 05474

Discover waterfront living in this ‘brand-new’ home on the shores of Lake Champlain. Every inch of it has been crafted to harmonize natural beauty with sophisticated comfort, offering 135 feet of lake frontage. Enjoy all that Lake Champlain's 'Inland Sea' has to offer, great for swimming, boating, fishing and fun filled adventures on the water.As you step inside, you are greeted by an

Andrea Champagne Champagne Real Estate

6867 US Route 2, North Hero, VT 05474
/60
$1,125,000

Open Wed 10AM - 12PM
- 4 Beds
- 3 Baths
- 2,614 Sq Ft
3269 Route 30, Dorset, VT 05251

Historic District, Dorset Village 4 Bedroom Colonial Farmhouse located with both residential and commercial zoning walk to every village amenity such as the Dorset Inn, Barrows House and Pool, Dorset Bakery, The Union Store, The Field Club, Dorset Library, Theater, Historic Society, and the Pinnacle walking trail. Recently restored this residence lives comfortably with extensive rear yard gardens

Laura Beckwith Josiah Allen Real Estate, Inc.

3269 Route 30, Dorset, VT 05251
/52
$1,125,000

$24K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,592 Sq Ft
98 Hill St Unit 5, Stowe, VT 05672

Custom-built townhome blending classic Vermont farmhouse style with modern finishes. This turn key unit comes furnished and equipped. The exterior reflects timeless Vermont charm, while inside a bright, open layout offers 3 bedrooms, a 1-car garage, and covered front and rear porches—perfect for enjoying crisp mountain mornings and peaceful evenings. The kitchen features granite countertops, a

Smith Macdonald Group Coldwell Banker Carlson Real Estate

98 Hill St Unit 5, Stowe, VT 05672

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