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Windsor County

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47 Pleasant Street Woodstock VT 05091

Woodstock, VT47 Pleasant Street

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089949

  • Residential Single Family
  • Full Bath 1
  • Address 47 Pleasant Street
  • Bedrooms 3
  • Bathroom 2

Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4.

Listed by John Snyder of Snyder Donegan Real Estate Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4205 Route 131 Weathersfield VT 05151

Weathersfield, VT4205 Route 131

Price$694,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5078470

  • Residential Single Family
  • Full Bath 1
  • Address 4205 Route 131
  • Bedrooms 3
  • Bathroom 2

Step into timeless New England charm with this historic circa-1760s expanded Cape, offering a wonderful blend of early craftsmanship, character, and modern-day livability. The home showcases classic timber frame construction with hand hewn beams, beautiful wide plank floors, and preserved period details that create warmth and authenticity throughout every room. With three bedrooms and two full bathrooms, the layout includes a highly desirable first floor primary bedroom and bath, allowing for convenient single level living while still providing flexible space for family, guests, or a home office. Set on an expansive 15.55 acre parcel, the property captures scenic mountain views, open space, and a peaceful rural setting. The land features 47 established blueberry bushes and offers endless possibilities for gardening, agricultural pursuits, equestrian use, or simply enjoying the privacy and natural beauty of the countryside. A fantastic paved driveway provides easy year round access and leads to an oversized four car garage with abundant space for vehicles, tools, and storage. In addition, a separate three and a half car garage and a large barn greatly enhance the property's versatility, making it ideal for car collectors, hobbyists, workshops, creative studios, or expanded storage needs. One of the most captivating features is the large scenic pond, complete with a charming, renovated boathouse perfect for peaceful mornings with coffee, quiet afternoons by the water, or memorable outdoor gatherings with friends and family. Ideally located just 10 minutes from the base of Mount Ascutney for hiking and year-round outdoor adventure, and within 25 minutes of Okemo Mountain and other ski destinations, this unique property offers the perfect balance of historic character, natural beauty, and recreation.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

598 East Woodstock Road Woodstock VT 05091

Woodstock, VT598 East Woodstock Road

Price$675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5077210

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,190

Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations).Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed-complete with electricity and a heater-offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you-world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock.

Listed by Erika Smith of Coldwell Banker LIFESTYLES - Hanover

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

518 Baltimore Road Baltimore VT 05143

Baltimore, VT518 Baltimore Road

Price$675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5080905

  • Residential Single Family
  • Full Bath 2
  • Address 518 Baltimore Road
  • Bedrooms 4
  • Bathroom 3

Nestled on 10 picturesque rolling acres, just minutes from Chester Village Green and Okemo Mountain Resort, this beautiful country home offers the perfect blend of charm, comfort, and convenience. The property features established gardens, apple trees, blueberry bushes, and a stone patio-ideal for relaxing or entertaining. Inside, you'll find two levels of well-designed living space. The spacious kitchen is a true centerpiece, complete with granite countertops, a large island, stainless steel appliances, and abundant cabinetry. The sunlit dining room opens directly to a back deck, creating an easy indoor-outdoor flow for gatherings. The inviting living room features wood flooring and a cozy pellet stove, while a den with a gas fireplace provides an additional comfortable retreat. The main level also includes a convenient half bath and a versatile bonus room, perfect for a home office, playroom, or guest space. Upstairs, the en suite primary bedroom offers a private haven, complemented by three additional bedrooms and a full bath-plenty of room for family and guests. Additional highlights include a full walk-out basement, attached two-car garage, and a breezeway with laundry. A detached garage with upper-level storage adds even more flexibility. Outdoors, you'll also find a chicken coop and an above-ground pool. Located close to the airport, skiing, snowmobiling trails, shopping, and endless outdoor recreation, this property is a true Vermont retreat.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

12 Plumley Avenue Ludlow VT 05149

Ludlow, VT12 Plumley Avenue

Price$675,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090014

  • Residential Single Family
  • Full Bath 1
  • Address 12 Plumley Avenue
  • Bedrooms 3
  • Bathroom 4

Tucked away on a dead-end road in Ludlow Village, this classic New Englander offers the rare combination of village convenience and a peaceful setting. Just minutes to Okemo Mountain Resort, local restaurants, shopping, and year-round recreation, the property is ideally located while still feeling private and removed from the activity of town. A welcoming farmer's porch creates the perfect place to relax and listen to the sounds of nearby Jewell Brook after a day of skiing, hiking, or exploring the Okemo Valley. Inside, the home offers a generous living space designed for gathering with family and friends. The large, sunny country kitchen serves as the heart of the home with an island, abundant workspace, and room for a casual breakfast area. A formal dining room provides an inviting setting for holidays, dinner parties, and everyday meals. Multiple living areas offer flexibility for entertaining and relaxing, while fireplaces add warmth and character on chilly Vermont evenings. Recently renovated bathrooms feature tasteful finishes, attractive tile work, and modern fixtures that blend beautifully with the home's classic New England charm. The spacious screened porch with slate flooring extends the living space outdoors and overlooks the private backyard, creating a wonderful setting for summer evenings, outdoor dining, or simply unwinding in the fresh mountain air. A hot tub and fenced area add additional privacy and enjoyment. The detached oversized one-car garage provides excellent storage for vehicles, tools, ski gear, bikes, and outdoor equipment. Whether you are looking for a primary residence, vacation home, or four-season Vermont retreat, this well-located Ludlow Village property offers space, charm, updates, and close proximity to Okemo. Taxes are based on town assessment. Visit the Okemo real estate community today.

Listed by Sarah Sheehan of William Raveis Real Estate Vermont Properties

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

133 Rousseau Road Royalton VT 05068

Royalton, VT133 Rousseau Road

Price$675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093041

  • Residential Single Family
  • Full Bath 2
  • Address 133 Rousseau Road
  • Bedrooms 3
  • Bathroom 3

Extraordinary 9.93-acre property perched high above the charming village of Royalton, offering breathtaking panoramic views of central Vermont and beyond. On clear days, enjoy sweeping vistas stretching from Camel's Hump and Mount Mansfield to Mount Washington and New Hampshire's Presidential Range. Built in 2021, this thoughtfully designed home features an open-concept floor plan filled with natural light and framed by spectacular mountain views. The chef's kitchen is equipped with a ZLINE six-burner gas cooktop, GE Profile stainless steel appliances, including a double wall convection oven, and a large center island with breakfast bar seating. The first-floor primary suite offers a spacious walk-in closet with custom shelving and a beautifully appointed bath featuring double vanities and a tiled walk-in shower with dual shower heads. Newly completed in 2025, the walkout lower level adds two guest bedrooms, a den, full bath, and utility room, providing flexible space for family, guests, or remote work. Large windows throughout the home showcase the dramatic landscape and provide a front-row seat to Vermont's ever-changing seasons, from vibrant fall foliage to snow-capped mountain peaks. Whether enjoying a morning coffee at sunrise or relaxing at day's end, the setting offers a remarkable sense of peace, privacy, and connection to the natural beauty that surrounds it. Energy-efficient features include a Viessmann high-efficiency boiler, radiant floor heat, rock wool insulation, and a standby generator for year-round comfort and peace of mind. The detached garage includes two vehicle bays plus an oversized third bay ideal for storage, hobbies, or recreational equipment. A private country setting just minutes from South Royalton, Vermont Law and Graduate School, Woodstock, the Upper Valley, and several ski areas. A rare opportunity to enjoy exceptional views, modern efficiency, and Vermont living at its finest.

Listed by Kyle Kershner of Killington Pico Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

107 Blodgett Street Brookfield VT 05036

Brookfield, VT107 Blodgett Street

Price$665,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5092700

  • Residential Single Family
  • Full Bath 3
  • Address 107 Blodgett Street
  • Bedrooms 3
  • Bathroom 5

Tucked just off the ridge road on 10 private acres, this stunning New England Colonial delivers the best of Vermont living. Completely finished in 2022, every detail is fresh and move-in ready. The open-concept main level features a spacious living area, convenient first-floor half bath, and a large mudroom perfect for Vermont's four seasons. The primary bedroom includes a private attached bathroom, offering a quiet retreat at the end of the day. A 2-car garage keeps vehicles and gear protected year-round. The large finished bonus space above the garage - complete with a ¾ bathroom and heat - is ideal as a home office, guest suite, studio, or recreation room. The walk-out basement is ¾ finished with a wood stove and bathroom, plus roughed-in plumbing ready for a kitchenette or entertainment area. Enjoy morning coffee from the charming covered front porch as you take in the surrounding landscape. Location is unbeatable. Minutes to Pond Village, the iconic Floating Bridge, Vermont Technical University (Randolph Center campus), and Randolph Village - home to an Amtrak station, golf course, mountain biking, hospital, grocery store, restaurants, and the celebrated Chandler Music Hall. Quick access to Exit 4 on I-89 makes commuting easy. World-class skiing awaits: Killington and Mad River Valley are 45 minutes away; Stowe is just an hour. Vermont living, fully realized.

Listed by Lucas deSousa of Vermont Real Estate Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

149 Hawk Pond Road Plymouth VT 05056

Plymouth, VT149 Hawk Pond Road

Price$650,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5081441

  • Residential Single Family
  • Full Bath 2
  • Address 149 Hawk Pond Road
  • Bedrooms 3
  • Bathroom 4

This contemporary Hawk Resort home offers breathtaking open nature views from nearly every room. The main level welcomes you with a bright, open-concept living, dining, and kitchen area filled with natural light from expansive windows. The living room centers around a wood fireplace with brand-new insert, creating a warm and inviting focal point, and a convenient half bath completes this level. From the dining area, step out onto a large balcony-perfect for relaxing and taking in the peaceful surroundings. One level down, you'll find the primary bedroom featuring a spacious shower, along with a second bedroom that also enjoys its own ensuite bathroom. The fully finished lower level offers even more living space with a large family room, bunk room, generous bathroom, and laundry area. Sliding doors lead to a large deck, creating additional space to relax or entertain. Located across from Hawk Pond and just minutes to Echo Lake, this home is ideally positioned between Okemo and Killington Ski Resorts. Whether you're looking for a vacation getaway, investment property, or full-time residence, this property offers the perfect balance of comfort, nature, and year-round recreation.

Listed by Mandolyn McIntyre Crow of Real Broker LLC

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2145 Tarbell Hill Road Cavendish VT 05142

Cavendish, VT2145 Tarbell Hill Road, Unit 20

Price$650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5083203

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,336

Beautiful Cape-style home set in picturesque Cavendish, Vermont, offering a seamless blend of modern design and Craftsman-quality finishes. This thoughtfully designed home features a striking dual fireplace and a unique dual-access kitchen with counters on both sides-ideal for entertaining. The kitchen is equipped with stainless steel appliances, including a gas stove, perfect for the home chef. Set on a property that borders a budding state forest, this home offers privacy and direct access to nature. Enjoy your own private pond, ideal for fishing, swimming, or simply relaxing in a serene setting. Whether you're looking for a full-time residence or the perfect Vermont getaway, this property delivers. Conveniently located in the heart of ski country, with easy access to Okemo Mountain and a short drive to scenic river views, this location is a dream for outdoor enthusiasts year-round. A rare opportunity to own a property that combines comfort, craftsmanship, and the best of Vermont living

Listed by Cyd Scott of Cohn & Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

33 Acorn Street Hartford VT 05001

Hartford, VT33 Acorn Street

Price$650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5092475

  • Residential Single Family
  • Full Bath 4
  • Address 33 Acorn Street
  • Bedrooms 5
  • Bathroom 5

Set in a peaceful neighborhood with scenic views and large backyard, this expansive home offers the perfect balance of space, comfort, and flexibility. With 5 bedrooms and several bonus living areas throughout, there is plenty of room to fit a variety of lifestyles and needs. Inside, you'll find spacious living areas filled with natural light, along with a finished basement that adds even more possibilities for recreation, a work-from-home space, or guests. A first-floor bedroom option provides added convenience and flexibility. The primary suite serves as a private escape, featuring a large walk-in closet, a spa-like bathroom with a jetted tub and separate shower, and access to a private balcony with beautiful mountain views. The finished third-floor loft creates an ideal setting for a family room, playroom, home theater, or hobby space. Outdoor living shines with a covered rear porch overlooking the fenced backyard, creating a great space for relaxing, entertaining, or enjoying the outdoors. A whole-house generator adds year-round reliability and peace of mind. Conveniently located just minutes from the shops, restaurants, and services of White River Junction, this property offers both tranquility and accessibility in one exceptional package.

Listed by The Malley Group of KW Vermont

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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 June 15, 2026 5:22 AM UTC

 

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