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557 Trager Road Jamaica VT 05343

Jamaica, VT557 Trager Road

Price$8,200,000

Est. Mortgage: $/month

MLS Number 5076041

  • Residential Single Family
  • PricePerSqFt 761.87
  • Full Bath 6
  • Address 557 Trager Road
  • Construction Existing

Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape-ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home's elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

Listed by Kim Morgan-Wohler of Wohler Realty Group, Britt Wohler of WOHLER REALTY GROUP

$
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%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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782 Mountain Road Stowe VT 05672

MLS Number 5059509

  • Commercial
  • PricePerSqFt 265.39
  • Address 782 Mountain Road
  • Year Built 2002
  • Square Feet 25,999

Incredible Development Opportunity, Stowe, Vermont A rare, development site in the heart of Stowe. This 9.5-acre property blends flexible commercial and residential potential, offering one of the most strategic mixed-use opportunities in Vermont. 48, 55-plus focused, rental units and 24 multi-family units in three thoughtfully designed buildings. Municipal water and sewer allocations for 133 bedrooms are already secured, an invaluable advantage in a community with limited availability. The site includes a commercial building with over 25,000 sq ft of flexible space, providing additional commercial or residential options with approvals. With over 9,000 vehicles in average daily traffic, this location offers exceptional visibility for future residential and commercial components alike. Enjoy direct access to the Stowe Recreation Path and the renowned Cady Hill Forest trail network, making it a highly desirable location for residents seeking wellness, nature, and connectivity. Minutes from the village, shopping, dining, and Stowe Mountain Resort. This is a rare chance to address the region's critical housing needs while benefiting from strong fundamentals and unmatched location. Perfect for developers, mission-driven builders, or investors seeking lasting impact and strong returns. NDA required for access to permits, plans, financials, and showings.

Listed by Smith Macdonald Group of Coldwell Banker Carlson Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2358 Long Hill Road Woodstock VT 05091

Woodstock, VT2358 Long Hill Road

Price$6,673,000

Est. Mortgage: $/month

Pending

MLS Number 5089158

  • Residential Single Family
  • PricePerSqFt 1602.16
  • Full Bath 3
  • Address 2358 Long Hill Road
  • Construction Existing

Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including the summit of Old Baldy Mountain (2,409 feet). The retreat includes a lodge-style residence, a modern barn, and several ancillary farm buildings. The wood and stone lodge-style home carries a relaxed mountain vibe. Thoughtfully renovated in 2026, the interiors balance scale and warmth: exposed beams, a cathedral ceiling in the great room, and a substantial wood-burning stone fireplace anchor the space, while floor-to-ceiling windows draw in sweeping views of the mountains. The wrap-around deck takes in an infinity pool, hot tub, and stocked pond. In spring, wild lupine carpet the meadow; in autumn, the apple orchard comes into its own. Landscape design by Shep Butler includes 10' hydrangea bushes, perennials gardens, stone walls and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with 7 box stalls, a farm manager's office/tack room, and a versatile upper level for entertaining, recreation, and movie night as well as accommodating an overflow of guests. Nine fenced pastures, run-in sheds, chicken coop, apiary, and direct access to GMHA's trail network support an exceptional equestrian and recreational lifestyle. 157 acres conserved by VLT. 3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, Less than a half hour from Killington, 2.5 hours from Boston.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4279 Harbor Road Shelburne VT 05482

Shelburne, VT4279 Harbor Road

Price$6,499,500

Est. Mortgage: $/month

MLS Number 5109125

  • Residential Single Family
  • PricePerSqFt 1569.93
  • Full Bath 2
  • Address 4279 Harbor Road
  • Construction Existing

This custom contemporary lakefront residence pairs panoramic views of Lake Champlain and the Adirondack Mountains with architecture by TruexCullins, landscape design by Wagner Hodgson, and construction by Roundtree Construction. Mature landscaping, perennial gardens, a living roof, and organic screening provide privacy throughout the property. A maple-lined entry leads to the cedar-shingled residence, where floor-to-ceiling windows, white oak floors, cove lighting, and a multilevel, glass-lined stairwell define the interiors. The open main level brings together a custom kitchen finished with Danby marble, dining and living areas oriented toward the lake, a three-sided contemporary glass fireplace, and sliding doors that open to a cantilevered balcony. The upper level includes a primary suite with sweeping lake views, private balcony, soaking tub, marble shower, dual vanities, and custom walk-in closet, along with an en-suite guest bedroom and a studio or additional bedroom with direct access to the living roof balcony. The walkout lower level offers an additional bedroom and bath, sauna, laundry, and flexible living space opening directly to the pool and lakeside patio. Outdoor amenities include a lap pool with integrated hot tub and waterfall feature, bluestone patios, a gas fire pit, multiple decks, and stairs descending to the lakefront. A heated three-car garage, radiant heat, generator, irrigation and landscape lighting complete the property.

Listed by Averill Cook and Wade Weathers of LandVest,Inc-Burlington

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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116 Liftline Drive Stowe VT 05672

Stowe, VT116 Liftline Drive, Unit THD

Price$6,300,000

Est. Mortgage: $/month

MLS Number 5107187

  • Condo
  • PricePerSqFt 1753.41
  • Square Feet 3,593
  • Bedrooms 3
  • New Contruction Existing

True Ski In Ski Out - yes. Steps from the Swimming Pool, Hot Tub, Clubhouse, Skating Rink, Restaurants, and Shops - you bet. Direct Elevator Access from the Garage to your Living Room - definitely. Having one of the largest and best homes on the Mountain all to yourselves - No Question. Townhome D in the exclusive One Spruce Peak is your chance to own a home at the height of mountain luxury, and it is right on the mountain. No driving, no parking, no carrying, just you, stepping out your back door, skis in hand, and walking straight to the lift. You couldn't ask for a better location. This gracious two-story three-plus bedroom fully furnished residence has plenty of space for everyone. With multiple living and dining spaces across the two floors you can host and entertain family and friends all year round. Come home to Spruce Peak where you can ski, golf, swim, play pickleball, dine and relax in the best location in Stowe.

Listed by Ken Forbes of Spruce Peak Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Btv Investment Street Burlington VT 05401

Burlington, VT1 Btv Investment Street

Price$6,242,000

Est. Mortgage: $/month

MLS Number 5101423

  • Multifamily
  • PricePerSqFt 291.57
  • Units 21
  • Bathroom 31
  • Acreage 0.85

21 Units | 70 Bedrooms | 11% Cap Rate | Burlington, Vermont - Exceptional opportunity to acquire a 21-unit multi-family portfolio consisting of 7 well-maintained buildings in one of Vermont's strongest rental markets. Featuring 70 bedrooms, extensive property upgrades, and strong in-place cash flow, this portfolio offers immediate income with long-term appreciation potential. Ideal for investors seeking scale, stable operations, and a high-yield asset in the coveted Burlington Vermont rental market.

Listed by Lipkin Audette Team of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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88 Mann Road Wilmington VT 05363

Wilmington, VT88 Mann Road

Price$5,998,000

Est. Mortgage: $/month

Open House

MLS Number 5098574

  • Residential Single Family
  • Next Open House: Sun 10/11 11:00 am. to 2:00 pm.
  • PricePerSqFt 1499.5
  • Full Bath 4
  • Address 88 Mann Road

A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At the heart of the home is a chef's kitchen complete with marble countertops, an oversized center island, walk-in pantry, dual Sub-Zero wine refrigerators, a built-in pizza oven, and a impressive suite of Wolf and Sub-Zero appliances. Designed for year-round enjoyment, the grounds are simply unmatched. Bluestone patios surround the home and lead to a sunken hot tub, cold plunge, a massive BBQ, pergola, children's playscape, and a spectacular post-and-beam open-air pavilion. Gather around the oversized fire pit while enjoying panoramic western sunsets over Haystack Mountain. Private tennis and pickleball courts, complete with a beautifully appointed cabana featuring a half bath, wet bar, and folding glass walls that open directly to the courts. A custom-built carriage house offers four oversized garage bays below for vehicles and seasonal recreational equipment. Above, guests will appreciate a beautifully finished two-bedroom apartment featuring an open-concept kitchen and living area, a gas fireplace, and a full bath ideal as guest accommodations, an in-law suite, or caretaker's quarters. The professionally landscaped grounds include a paved driveway, beautiful perennial plantings, rolling open field, and stunning views of Haystack Peak. Located just minutes from The Hermitage Club, Mount Snow, golf, skiing, dining, shopping, and all of Southern Vermont's year-round recreational amenities. This is more than a home-it's a legacy estate offering an unparalleled lifestyle where luxury, recreation, and Vermont's natural beauty come together in perfect harmony.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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551 West Fields Road Manchester VT 05254

Manchester, VT551 West Fields Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 5052301

  • Residential Single Family
  • PricePerSqFt 565.09
  • Full Bath 3
  • Address 551 West Fields Road
  • Construction New Construction

Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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412 Skyland Lane Woodstock VT 05091

Woodstock, VT412 Skyland Lane

Price$5,950,000

Est. Mortgage: $/month

MLS Number 5044620

  • Residential Single Family
  • PricePerSqFt 1169.65
  • Full Bath 4
  • Address 412 Skyland Lane
  • Construction New Construction

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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115 Eastman Road Woodstock VT 05071

Woodstock, VT115 Eastman Road

Price$5,875,000

Est. Mortgage: $/month

MLS Number 5099532

  • Residential Single Family
  • PricePerSqFt 1445.62
  • Full Bath 1
  • Address 115 Eastman Road
  • Construction Existing

Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber frame home. Outside, perennial gardens give way to open pasture suitable for a few horses or sheep, woodland trails for riding, hiking, cross-country skiing, and snowshoeing and direct access to the GMHA trail system. Built in 2015, the three-bedroom residence is defined by soaring spaces, exposed fir beams, walls of glass, and craftsmanship that feels substantial without being formal. Nearly every principal room is oriented toward the eastern views, bringing the surrounding mountains and changing Vermont landscape into daily life. The main level is equally comfortable for quiet everyday living or a houseful of guests, with an open kitchen, dining area, and dramatic great room centered around a floor-to-ceiling double-sided stone fireplace. A more intimate sitting room, screened porch, expansive deck, and primary suite are also located on this floor. Upstairs are a loft office, two en suite guest bedrooms, and a media room. The walk-out lower level adds a gym, infrared sauna, workshop, and temperature-controlled wine room with capacity for approximately 1,000 bottles. An 18.5 kW solar array supports near net-zero living, while a three-bay garage accommodates vehicles, sporting equipment, and the gear that comes with an active Vermont life. Just minutes from Woodstock Village, 16 miles from Killington Resort, and 26 miles from Okemo Mountain Resort.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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178 Conservation Way Sunderland VT 05250-4465

MLS Number 5036338

  • Commercial
  • PricePerSqFt 100.86
  • Address 178 Conservation Way
  • Year Built 1998
  • Square Feet 58,000

SALE OF LAND AND BUILDING ONLY. Does not include the business. Orvis Headquarters in Sunderland, VT, located in the SW corner of the State is being offered for sale**. Sunderland, VT is about an hours drive north east to Albany Airport in NY. The Building was constructed in 1998/1999 at a cost of $10 M. It is situated on 351.88 Acres. The Site is improved with a 58,000 sq ft 3 story building for 220 occupants, water and septic built for 325+ occupants, expansion possible. Site improvements include signage, underground utilities, landscaping, large pond, parking for 238 vehicles. The building and ground continued to be well maintained. **The building served Orvis very well for many years. The change in virtual office technologies and the outcome of the Covid pandemic with workers becoming more remote to central offices, Orvis no longer has a need for this large office building. Currently assessed by the Town of Sunderland is $6.5 M and offered For Sale at $5,850,000, providing a new owner a tremendous value. ORVIS is offering financing with $2.5 down and proof of funds.

Listed by Dick Palmer of Hospitality Consultants,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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740-2 Edson Hill Road Stowe VT 05672

Stowe, VT740-2 Edson Hill Road

Price$5,844,000

Est. Mortgage: $/month

MLS Number 5104275

  • Residential Single Family
  • PricePerSqFt 617.76
  • Full Bath 6
  • Construction Existing
  • Bedrooms 8

Rare Stowe Offering: Extraordinary mountain estate Estate + Buildable Lot on Edson Hill. Discover a once-in-a-lifetime opportunity in Stowe-Eden, a stunning 22± acre estate paired with an adjacent 3.98-acre buildable lot on exclusive Edson Hill. Eden offers 8 bedrooms, 8 baths, a gourmet chef's kitchen, vaulted ceilings, and multiple spaces for entertaining, including a great room, sunroom with stone fireplace, and a lower-level wellness retreat with twin spas, sauna, steam shower, and game room. Outdoor living is elevated with twin ponds, tennis court, heated pool, hot tubs, and exquisite gardens-all with breathtaking views of Mount Mansfield and the Worcester Range. The adjacent lot provides a rare chance to expand or build anew. Surrounded by multi-million dollar homes one of Stowe's most exclusive streets. It features mature trees, municipal water, approved wastewater and driveway permits, direct access to Wiessner Woods' trails, streams, and sugarhouse-and extraordinary views that mirror those from the main estate. Just minutes from Stowe Mountain Resort and some of the area's best dining, this combined offering delivers unparalleled mountain lifestyle, seclusion, and potential.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 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. Data last updated October 6, 2026 6:38 PM UTC