Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

and narrow your search. If you have fewer than 200 results, you can save your search.

Windsor County

r=121-130
228 Leonard Road Sharon VT 05065

Sharon, VT228 Leonard Road

Price$750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087768

  • Residential Single Family
  • Full Bath 2
  • Address 228 Leonard Road
  • Bedrooms 2
  • Bathroom 3

Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5 bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively-owned, spring-fed, swimming pond and long range pasture views - all enveloped by mixed forest land of hard- and softwoods. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for gatherings large and small. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value added product processing, or repurposed as a guest cabin, studio, or home office, if used as storage the house bedroom count can be increased back to 3 bedrooms. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility. Close in proximity to Sharon Academy, Interstate 89, Pomfret (home of the Artistree Community Art Center), South Royalton, Woodstock, and Hanover, NH. Open house Sunday, 5/10, 11am-1pm.

Listed by Terry Davis and Rachel Arsenault of Williamson Group Sothebys Intl. Realty

{$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: 6.48% last updated on 2026-06-04

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

25 Prospect Street Ludlow VT 05149

Ludlow, VT25 Prospect Street

Price$750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5092814

  • Residential Single Family
  • Full Bath 2
  • Address 25 Prospect Street
  • Village Ludlow
  • Bedrooms 4

New construction in the desirable Prospect Street cul-de-sac above Ludlow Village! This newly built 3-bedroom plus bonus room, 3-bath home is ideally suited for either full-time living or a vacation retreat. Thoughtfully designed with today's buyers in mind, it features a cozy gas fireplace, a well-planned mudroom, bright open-concept living spaces, and quality finishes throughout. Warm hickory flooring complements the inviting layout, creating a comfortable and welcoming atmosphere. The spacious kitchen, dining, and living areas flow seamlessly together, making entertaining family and friends a breeze. The full basement offers outstanding expansion potential and is already pre-plumbed for an additional bathroom, providing a blank canvas for future living space, a recreation room, a home gym, or whatever suits your needs. The home is also pre-plumbed for central air conditioning, should a future owner choose to add it. Enjoy relaxing on the charming front porch, or take advantage of the side and backyard spaces, perfect for a fire pit, lawn games, barbecues, and outdoor gatherings. Conveniently located just around the corner from the Okemo shuttle and less than five minutes from the slopes, this home also offers easy access to Ludlow Village. Restaurants, shops, parks, and local amenities are just a short walk away, allowing you to enjoy the best of village living and mountain recreation. Visit the Okemo real estate community today.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

{$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: 6.48% last updated on 2026-06-04

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

51 High Street Ludlow VT 05149

Ludlow, VT51 High Street

Price$749,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5077517

  • Residential Single Family
  • Address 51 High Street
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,018

Welcome to 51 High Street an immaculate, turnkey village home just steps from the Okemo shuttle stop, offering effortless access to Okemo Mountain Resort and all that Ludlow has to offer. This inviting residence features five bedrooms and 2.5 baths, thoughtfully updated for comfortable year-round living. The renovated kitchen shines with classic soapstone countertops and a charming Jtul woodstove, flowing seamlessly into tastefully appointed living and dining spacesideal for gathering family and friends. Enjoy outdoor living on the sun-filled, south-facing front porch, or unwind on the expanded rear deck and patio with hot tubperfect for aprs-ski fun or summer evenings. Modern comforts include mini-split systems, a newer furnace and hot water heater, and the peace of mind that comes with an updated interior and freshly painted exterior (2022/2023). Whether you’re seeking a full-time village home, a four-season retreat, or an investment opportunity, this property delivers. Exceptional rental history available upon request.

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

{$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: 6.48% last updated on 2026-06-04

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

1641 West Hill Road Rochester VT 05767

Rochester, VT1641 West Hill Road

Price$749,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089820

  • Residential Single Family
  • Full Bath 1
  • Address 1641 West Hill Road
  • Bedrooms 3
  • Bathroom 3

Welcome to The Birches - a peaceful end-of-road retreat where serenity, privacy, and Vermont's natural beauty come together. Surrounded by more than 7,000 acres of conserved national forest land, this exceptional property offers unmatched tranquility, abundant wildlife, and direct access to outdoor adventure in every season. Set in a quiet mountain setting, this thoughtfully designed 3-bedroom, 3-bath home offers 2,697 square feet of comfortable living space with an open floor plan perfect for gathering, relaxing, and enjoying the surrounding landscape. The renovated kitchen opens seamlessly into the main living areas, creating a warm and inviting atmosphere filled with natural light. Flexible spaces throughout the home include a dedicated office and bonus room, ideal for remote work, hobbies, or guests. The spacious primary suite features built-in bureaus and a walk-in shower for added comfort and convenience. Built for efficiency and year-round enjoyment, the home includes quality insulation, replacement windows, and a standing seam roof in excellent condition. Off-grid living is made easy with fiber internet, solar power with battery storage, and a propane generator backup system. Step outside to enjoy the expansive wraparound deck with sweeping mountain views, or sip your morning coffee from the covered porch overlooking the picturesque pond - home to salamanders and reaching depths of approximately 12-15 feet. Wildlife enthusiasts and outdoor lovers will appreciate the excellent hunting opportunities, peaceful surroundings, and the ability to hike the Long Trail right from your doorstep. Additional features include a 25' x 30' barn and attached 2-car garage, offering ample space for storage, equipment, or recreational gear. "The Birches" is a rare opportunity to own a private mountain retreat that perfectly balances comfort, sustainability, and outdoor adventure.

Listed by Brandon Fowler of RE/MAX North Professionals

{$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: 6.48% last updated on 2026-06-04

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

490 West Hill Road Ludlow VT 05149

Ludlow, VT490 West Hill Road

Price$739,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5047899

  • Residential Single Family
  • Address 490 West Hill Road
  • Village Ludlow
  • Bedrooms 4
  • Bathroom 3

From mountain views to aprs-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this spacious home is ideal for hosting friends and family in every season. The oversized primary suite features a luxurious bath and dressing area. Warm oak and maple flooring run throughout, complemented by soaring vaulted ceilings above the fireplace and custom woodwork. The heated garage will the vehicles toasty, ready to head out with no effort of cleaning off the car on a powder day. Step outside to a brand new spacious deck where a sunken hot tub invites you to unwind under the stars, while the expansive deck and yard offers plenty of room for barbecues, lawn games, and entertaining. The oversized two car garage will keep the cars snow free and ready charge out on a powder day! A rare find this close to the slopeswhether you're seeking a full-time escape or the perfect vacation base, this home fits the bill.

Listed by Frank Provance of Diamond Realty

{$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: 6.48% last updated on 2026-06-04

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

1432 Union Village Road Norwich VT 05055

Norwich, VT1432 Union Village Road

Price$730,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5084975

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,453

Classic New England home with lots of space, historic charm, and beautiful light. A bright, practical mudroom entry welcomes you, leading to a flexible floor plan anchored by a homey kitchen with a large pantry and eat in space. The property enjoys a spacious family room, a big deck, and a level back yard - an ideal setting for effortless indoor-outdoor entertaining. Upstairs, retreat to a primary suite with the bathroom of your dreams, plus three additional rooms, served by a hall bath with convenient laundry space. All this plus a detached two car garage, an attached barn, and a first floor apartment that could be easily used as a rental or guest space. The home features numerous improvements and upgrades, including new and refinished flooring throughout much of the home, updated bathrooms, and new appliances. With Sweetland Farm less than a mile away, you have a nearby source for fresh veggies and grocery staples, and just a 10 minute drive to downtown Norwich. Open House from 10am to noon on Saturday, April 25th.

Listed by Heidi Ruth of Coldwell Banker LIFESTYLES - Hanover

{$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: 6.48% last updated on 2026-06-04

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

441 Rhoades Hill Road Barnard VT 05031

Barnard, VT441 Rhoades Hill Road

Price$729,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5084989

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,423

Set within the scenic landscape of Barnard, this beautifully updated 3-bedroom, 3-bath home offers the perfect blend of Vermont charm and modern comfort. Surrounded by peaceful countryside and sweeping views, the property invites you to slow down and enjoy every season. Inside, the home is filled with warmth and character, featuring hardwood floors, natural woodwork, exposed beams, and an abundance of natural light throughout. The inviting living area center with beautiful beams and fireplace create the perfect setting for cozy nights. A thoughtfully renovated kitchen is designed for both everyday living and entertaining, complete with custom cabinetry, granite countertops, a new ILVE Nostaglie 60 in. range, updated appliances, and a dedicated beverage cooler. The spacious primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated bath featuring an oversized tiled shower. Additional highlights include flexible loft space, two separate office areas ideal for remote work with fiber optic connectivity, and a finished walkout lower level that provides excellent bonus space for a family room, gameroom, or additional storage. A new septic design has also been done providing flexibility to increase the bedroom count in the home or add an ADU. Step outside to enjoy a 23x13 covered deck with an extended gazebo, perfect for outdoor dining and gatherings. Over $300k in improvements made since taking ownership: Hardie siding, solar battery backup, finished basement, range, chimney work, and new flooring. The property's grounds are equally impressive, featuring mature apple trees, fenced in yard and garden area, a private pond for summer swimming or winter recreation, a barn offering ample storage or hobby space, and solar panel that offsets nearly your entire electric bill! Whether you are hiking, cross-country skiing, snowshoeing, or simply taking in the views, this property delivers a true Vermont lifestyle in a serene and private setting.

Listed by Daniel Preston of KW Vermont Woodstock

{$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: 6.48% last updated on 2026-06-04

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

1015 Route 14 Hartford VT 05047

Hartford, VT1015 Route 14

Price$729,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087473

  • Residential Single Family
  • Full Bath 1
  • Address 1015 Route 14
  • Bedrooms 4
  • Bathroom 1

c.1840 antique farmhouse located just off Route 14 sited on over 90 acres all just minutes from town. Many period details, large rooms with high ceilings and decent closet sizes. Updated mechanicals and a permitted septic system (2010) A two acre lot at the edge of the property is included in the 92 acres. Lovely river view.

Listed by Dorothy Griswold of The Clerkin Agency, P.C.

{$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: 6.48% last updated on 2026-06-04

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

221 Grout Road Weathersfield VT 05151

Weathersfield, VT221 Grout Road

Price$728,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5085770

  • Residential Single Family
  • Full Bath 1
  • Address 221 Grout Road
  • Village Perkinsville
  • Bedrooms 6

Great new holiday price! Motivated sellers! The VT property that you have been waiting for! 49 acres with mature sugar maples and stone walls, a substantial converted barn and a lovely updated and expanded C. 1790 residence. Former home of the Weathersfield Rod and Gun Club, it has been thoroughly renovated into a grand residence. Five bedrooms and five baths, including a guest space with separate entry. Gracious country kitchen with built in seating for socializing and dining. Formal dining room and two separate living rooms, both with fireplaces. Updated baths. A grand covered porch to take in your spacious from lawn, gardens and local views. A large laundry room and side entry round out the first floor. Spacious BRs and baths are all on the second level. There is a bunk room over the barn space! The detached barn has great potential and is something to behold. Substantial space for parking and equipment below. The main level still has the character of of the former gun club. Separate men's and ladies rooms, a huge space for a gameroom, functions or even converting to a residence? The barn kitchen allows for many uses! The upper level showcases the beautiful post and beam structure and lots of storage. Large cleared lot adjacent to the residence for potential residence or farming, as well as world class fly fishing across the road on the Black River! With a short 7 mile drive to the highway and 12 miles to Okemo, this is the perfect VT escape.

Listed by Mark Roden of KW Coastal and Lakes & Mountains Realty/Hanover

{$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: 6.48% last updated on 2026-06-04

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

115 Prior Road Cavendish VT 05142

Cavendish, VT115 Prior Road

Price$725,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5067385

  • Residential Single Family
  • Full Bath 2
  • Address 115 Prior Road
  • Bedrooms 3
  • Bathroom 3

Living and working in the country with privacy, wildlife, snowmobiling from your front door, skiing at Okemo, and the overall beauty of Vermont would be a dream come true, right? Well, here's your opportunity with this pretty log home on 19 acres on a dead-end town-maintained road. Inside the house, you will love the open concept of the living room, and the kitchen and dining room with cathedral ceiling. Enjoy the warmth of the all-natural wood surroundings while sitting beside the cozy fire from the wood burning stove. There are 3 large bedrooms and 2 1/2 baths. The floors are nicely finished hard and soft wood, with slate tiled floors in the entryway and kitchen. SNOWMOBILE ENTHUSIASTS! The VAST trail is right here, so hop on your sled from your house and go!

Listed by Glenn Olney of Barrett and Valley Associates Inc.

{$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: 6.48% last updated on 2026-06-04

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

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 June 9, 2026 9:23 PM EDT

 

You Can Edit This Text

Custom Search

Luxury Home Guide