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Very Cool Houses

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494-498 Goodaleville Road Jamaica VT 05343

Jamaica, VT494-498 Goodaleville Road

Price$1,315,000

Est. Mortgage: $/month

MLS Number 5101688

  • Residential Single Family
  • PricePerSqFt 683.12
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5

4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a rare sense of privacy and retreat while keeping the mountain and year-round recreation within easy reach. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with a gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home's heritage. Improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, a high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro's art studio, offers a 1BR apartment with SMEG appliances, in-unit laundry, and a private hot tub. Below are heated storage and a screened porch. The restored barn offers parking and an EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and a welcoming front porch complement the peaceful setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Listing agent is related to seller. See neighboring property MLS #5101689.

Listed by Cheyanne Pugliese of The Haven 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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31 South Hollow Road Warren VT 05674

Warren, VT31 South Hollow Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5102474

  • Residential Single Family
  • PricePerSqFt 447.04
  • Full Bath 2
  • Address 31 South Hollow Road
  • Construction Existing

Welcome to 31 South Hollow Road, a gorgeous 4-bedroom home with mountain views surrounded by long rolling meadows overlooking stone walls and a private pond. On the first floor, you will find a large open concept kitchen/dining room with idyllic views of the pond, meadows and mountains, along with a cozy fireplace, a spacious pantry area, and a mudroom that sits adjacent to a sun-filled room perfect for putting on or taking off your gear. Also on the first floor is a living room with access to a covered porch area, a ½ bathroom, and an office which can also be converted to a bedroom on the main floor if desired. The second floor comes with a large primary bedroom with en suite bath and walk-in closet, as well as two other nicely sized bedrooms that share a full bathroom and a laundry room. The third floor has an unfinished room that could become an amazing private office, and a large finished space that had plumbing installed for an eventual third floor bathroom. This home also features a full basement with previously installed plumbing from when the home was originally built so that it could be converted into a finished space. The basement has both interior access and exterior access through a Bilco door. Outside, you will find 16.65 +/- acres of Pure Vermont with two open meadows, the largest of which is entirely fenced in with multiple gated entries and a small barn. This home is located in a very scenic, private area that is minutes from Sugarbush Resort, Sugarbush Golf Course, Sunset Rock and Warren Village. Come take a look around and imagine the possibilities of this spectacular property.

Listed by Michael Brodeur of Bradley Brook Real Estate

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$
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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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4566 Main Street Manchester VT 05255

MLS Number 5101373

  • Commercial
  • PricePerSqFt 144.59
  • Address 4566 Main Street
  • Year Built 1976
  • Square Feet 8,991

REAL ESTATE ONLY: THE THREE EXISTING BUSINESSES ARE NOT INCLUDED IN THE SALE AND WILL NOT REMAIN. A rare opportunity to acquire a highly visible commercial property in the heart of Manchester, Vermont. Located in a high-traffic area, this versatile property includes two buildings with multiple potential uses, including restaurant, retail, professional office, showroom, or a combination of commercial operations. The 6,370-square-foot front building is currently occupied by Haig's Bar & Grill and Seasons Restaurant. Buyers interested in continuing restaurant use may purchase the existing furniture, fixtures, and equipment separately from the real estate transaction. The 2,110-square-foot rear building is currently occupied by Decorative Interiors and offers additional flexible space suitable for retail, office, design, showroom, or other commercial uses. All three existing businesses are owned by the sellers of the real estate and will be vacating the property. No business operations, business names, inventory, or goodwill are included in the sale. With excellent exposure, established commercial use, multiple occupancy possibilities, and a prominent Manchester location, this property presents an outstanding opportunity for an owner-user, investor, restaurateur, retailer, or professional business seeking space in one of Southern Vermont's busiest commercial markets.

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

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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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17-37 Catherine Street St. Albans City VT 05478

MLS Number 5084806

  • Commercial
  • PricePerSqFt 140.69
  • Year Built 1985
  • Square Feet 9,240
  • Acreage 0.88

Great investment property. Catherine Street Plaza is a first class office complex located in vibrant downtown St Albans. This brick building is in excellent condition throughout with recent fire marshal approved inspection. Situated on .88A, it includes paved parking for 62 vehicles. Excellent rental history. SEE Financial details in Docs. Note: Seller intends to perform a tax-deferred exchange under Section 1031 of the Internal Revenue Code .

Listed by Susan Wylie of Lions on Main Realty

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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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23 Main Street Wardsboro VT 05355

MLS Number 5068110

  • Commercial
  • PricePerSqFt 170.31
  • Address 23 Main Street
  • Year Built 1882
  • Square Feet 7,633

Wardsboro Country Store - A Vermont Landmark Opportunity! This beloved local gem offers: gas, groceries, deli, beer, wine, lottery, a full meat counter, and some of the best sandwiches in Southern Vermont! The Wardsboro Country Store sits proudly in the heart of downtown Wardsboro, on Scenic Route 100 - one of Vermont's most traveled and picturesque routes. It's a favorite stop for both locals and visitors heading to and from Stratton Mountain and Mount Snow Ski Resorts. Wardsboro is the hometown of the the famous yearly July 4th parade and the Gilfeather Turnip Festival. Recent upgrades include: storefront, gas pumps, coolers, water tank, pump, and foundation, setting the stage for the next chapter of this historic business. Upstairs is a finished 3 bedroom, 3 bath living quarters - ideal for owner occupancy or as a rental unit for extra income. The property also includes an additional outbuilding that offers room for storage, expansion, or creative new business ideas. Whether it's golfing, boating/kayaking, or hiking in the summer or snowmobiling and skiing in the winter, this area buzzes with year-round activity and tourism. This is your chance to own a true Vermont treasure with built-in community charm and endless potential. Newly paved driveway!

Listed by Lisa Mirando and Monique White of Deerfield Valley 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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102 Mill Road Bridgewater VT 05034

MLS Number 5100395

  • Commercial
  • PricePerSqFt 35.36
  • Address 102 Mill Road
  • Year Built 1894
  • Square Feet 36,760

A truly unique opportunity to own all three floors of the historic Bridgewater Mill, ideally located on Route 4 between Killington and Woodstock. This listing consists of 5 commercial condo units representing over 36,000 square feet with stunning mountain and river views, soaring ceilings, exposed timber beams, and abundant natural light. These 5 condo units have been further divided into smaller separately leased units. The first and second floors of the. Mill are almost completely occupied, including a large restaurant tenant, post office, retail shops, a comedy club, hair salon and several artist and artisan studios. The third floor of the building is currently unoccupied and ready to be repositioned as residential space or leased out to additional commercial tenants. The eastern end of the third floor offers a dramatic open area, perfect for transforming into a restaurant, event space, or gallery, while several smaller offices provide flexible options for studios, workshops, or professional use. Be part of the ongoing revitalization of this iconic Vermont landmark and join a vibrant community of businesses and artisans!

Listed by Andy Paluch of Longview Commercial 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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Lot 2 Lockerby Lane Isle La Motte VT 05463

Isle La Motte, VTLot 2 Lockerby Lane

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5108291

  • Residential Single Family
  • PricePerSqFt 529.75
  • Full Bath 1
  • Address Lot 2 Lockerby Lane
  • Construction New Construction

Scheduled for completion by Late November2026, this exceptional Isle La Motte waterfront residence was meticulously constructed by award-winning Hayward Design Build to harmonize with the island’s rugged natural beauty while delivering cutting edge energy efficiency and an uncompromising lakeside lifestyle. Set slightly above the shore with direct private frontage on the Isle La Motte Passage and Broad Lake, the property offers panoramic Lake and Green Mountain views with a gradual, stair-free access from the home to your private beach. The light-filled main living level showcases an airy open design with 10-foot ceilings and expansive floor-to-ceiling windows framing spectacular views to the south and east. The state-of-the-art kitchen features a clean modern aesthetic with Yorktowne Iconic soft close cabinetry, quartz countertops, walk-in pantry, an island with seating, and GE Caf stainless appliances, including an induction range with a double oven. Premium 100% waterproof Coretec XL LVP flooring extends throughout the living areas, while sliding doors open to large covered porches and patios ideal for al fresco dining on warm evenings. A Vermont Hearthstone wood stove provides cozy warmth and ambiance on cool autumn evenings. The thoughtfully designed 3 bedroom residence offers 2 primary suites. All suites enjoy lake and mountain views, ceiling fans, ample closets, and beautifully appointed private baths with custom tile, spacious walk-in showers. Advanced smart-home technology integrates Ecobee thermostats with intuitive remote monitoring and management. The fully conditioned 2 car garage includes two 50 amp outlets for level 2 car charging. ***Some Photos are of Home on Lot 3 ( next door) which is exact same home size , building specifications with the floor plan reversed.

Listed by Franz Rosenberger of Coldwell Banker Islands Realty

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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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130B Depot Street Stowe VT 05672

Stowe, VT130B Depot Street, Unit 16

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5090598

  • Condo
  • PricePerSqFt 378.79
  • Square Feet 3,432
  • Bedrooms 3
  • New Contruction Existing

Charming Two-Bedroom townhome with additional Renovated Studio Lock-Off Unit in Historic Stowe Village, Vermont Experience the perfect blend of New England charm and modern comfort in this beautifully maintained three-bedroom Townhouse, featuring a recently renovated studio lock-off. Located in the heart of historic Stowe, this property is just steps from the iconic Stowe Community Church and all the amenities of Stowe Village, including shopping, dining, and cultural attractions. Key Features: Two spacious bedrooms plus a separate studio lock-off, ideal for guests or rental income. Charming New England–style dcor with modern touches, creating a warm and inviting atmosphere. Separate entrances for privacy and flexibility. On-site parking for residents and visitors. Free Stowe Trolley access for convenient, carefree transportation to Stowe Mountain Resort. Fully furnished and move-in ready. Flexible rental options with no restrictionsyou can rent the unit yourself or through a Green Mountain Inn rental agreement. Use this property as a serene family getaway or as a lucrative rental investment. Enjoy the quintessential Stowe lifestyle, where historic charm meets modern convenience.

Listed by Bobby Roberts of Rusty Nail 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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2141 Twenty Mile Stream Road Cavendish VT 05153

MLS Number 5112138

  • Residential Single Family
  • PricePerSqFt 667.35
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 23+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed for enjoying every season. Inside, the main level welcomes you with a spacious kitchen that flows seamlessly into the large dining area and cozy office nook. The impressive 29' x 16' family room showcases a dramatic floor-to-ceiling wood-burning fireplace, creating a warm and inviting gathering space. Oversized windows throughout fill the home with natural light and frame the beautiful views. The upper level features a private primary bedroom with en-suite bath, two additional guest bedrooms, and a ¾ bath. The lower level offers flexible living space with both interior stairs and walkout access, including a generous mudroom, entertainment area with built-ins, two additional bedrooms, a ¾ bath, laundry area, second oven, and mechanical room. Equestrian enthusiasts will appreciate the three-stall barn with tack room, hay loft and paddock, run-in, plus generous fenced pastures. You can navigate the developed trail system on foot or four wheeler, snow-shoe across rolling pastures; or snowmobile with direct VAST Trail access.The heated garage/workshop has a concrete floor, forced hot air furnace and plenty of storage, ideal for projects or recreational equipment. Recent updates include a new Buderus boiler, water heater, and well pump in 2023. All three buildings feature durable standing seam metal roofs. With its exceptional craftsmanship, equestrian amenities, and peaceful acreage setting, this remarkable log home is a rare opportunity to enjoy the best of Vermont living. Less than 15 minutes to Okemo!!! This turn-key property is offered "mostly" furnished.

Listed by McLaughlin Team of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/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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1337 Andover Ridge Road Andover VT 05161

Andover, VT1337 Andover Ridge Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5108111

  • Residential Single Family
  • PricePerSqFt 504.66
  • Full Bath 3
  • Construction Existing
  • Bedrooms 3

Vermont Mountain Retreat where adventure meets the view. At the top of the mountain, where the air feels a little crisper and the pace of life slows down, this distinctive Vermont log home offers a setting that makes every season feel special. Expansive mountain views stretch beyond the trees and can be enjoyed from the large decks, lawn and nearly every gathering space.The architecture is authentically rustic, with handcrafted log walls, warm wood ceilings, a massive stone fireplace and natural materials throughout. The spacious great room is made for gathering, with soaring ceilings, walls of windows, a dramatic fireplace and direct access to the view-filled deck. A generous kitchen and dining area provide plenty of room for family and friends, while multiple outdoor spaces extend the living well beyond the walls. Outside, the setting feels natural yet cared for, with stonework, mature woods, open lawn and a screened gazebo tucked into the trees. A detached garage/barn adds flexibility and storage. This is a place for adventure without giving up comfort. Ski at Okemo, Stratton, Bromley or Magic Mountain, explore miles of hiking and snowshoeing, ride the VAST trail, or simply step outside and take in the quiet and beauty of the Vermont mountains. At day's end, gather around the fire and watch the sunset over the mountains. Despite the feeling of being away from it all, Weston Village is close by, offering restaurants, shops, theater and quintessential Vermont village life. Rustic, inviting, spacious and unmistakably Vermont, this is mountain living at its best.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/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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111 Pine Tree Lane Fayston VT 05560

Fayston, VT111 Pine Tree Lane

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5104621

  • Residential Single Family
  • PricePerSqFt 520.83
  • Full Bath 4
  • Address 111 Pine Tree Lane
  • Construction Existing

Experience the perfect blend of timeless craftsmanship and mountain living in this exceptional custom built 3 bedroom, 5 bathroom home in Fayston's sought after Hiddenwood community, ideally situated between Mad River Glen and Sugarbush Resorts. Offering three finished levels plus a beautifully appointed bonus dwelling, this property captures the warmth and character of a true Vermont retreat. Inside, 9 foot ceilings, smooth plaster walls, new hardwood floors, exposed timber details, and a custom solid fir staircase create an inviting atmosphere. The chef's kitchen features handcrafted pecan cabinetry, Brazilian soapstone countertops, a native soapstone island, and generous workspace. The adjoining dining and living areas center around a cozy wood burning fireplace, while expansive windows showcase peaceful woodland views. The second floor offers an open loft ideal for an office or additional living space, plus two spacious bedroom suites. The vaulted primary suite includes a walk-in closet and luxurious Carrara marble en-suite bath. The full daylight lower level, warmed by radiant heat, features a large recreation room, additional bedroom, full bath with slate and quartz finishes, abundant storage, and flexible space for guests or entertaining. Above the garage, a stunning luxury living space offers custom cabinetry, high end appliances, stone details, built-ins, radiant heat, a custom tile bath with river-rock shower floor, exposed beams, barn-board ceilings, and premium finishes, ideal as a guest retreat, private residence, or potential rental. Additional features include an outdoor hot-water shower, utility sink, RV hookup with power and sewage, and integrated water service. With hiking, backcountry skiing, mountain biking, and year round recreation just outside your door, this extraordinary property offers luxury, comfort, versatility, and the authentic Mad River Valley lifestyle. Make this home yours today!

Listed by Brian Kitchens of Vermont Real Estate Company

$
$
%
$/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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100-106 Strongs Avenue Rutland City VT 05701

MLS Number 5089319

  • Commercial
  • PricePerSqFt 184.01
  • Year Built 1890
  • Square Feet 7,065
  • Acreage 0.74

This listing includes three separate parcels with buildings that have contiguous boundaries. 102-104 Strongs Avenue includes the location for Ramunto's Pizza. As a package, the resulting lot size and location, is one of the most desirable commercial sites available in the Rutland Region with access to municipal sewer and water, great visibility, and substantial road frontage. Additional specific information for each building is available upon request.

Listed by Keith Eddy of Chris Fucci Associates,LTD

$
$
%
$/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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Broker Reciprocity 

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 7, 2026 8:39 AM UTC