Windsor County VT Homes for Sale

• 

  

  

  /30

  $524,000

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  141 N Runway Rd, Perkinsville, VT 05151

  Welcome to this beautifully maintained expanded Cape, perfectly positioned to capture stunning views of the Hartness runway—an aviation enthusiast's dream! Tucked away on a quiet dead-end road, the property offers just the right balance of privacy and convenience, located only 10 minutes from major grocery stores, entertainment, and other everyday essentials.The main level features a

  Allison Griep KW Vermont Woodstock

  141 N Runway Rd, Perkinsville, VT 05151
• 

  

  

  /25

  $175,500

  • 4 Beds
  • 1 Bath
  • 1,802 Sq Ft

  32 Myrtle St, Springfield, VT 05156

  One of the best home values in Springfield! Sure, this 4-bedroom home could use a little TLC, but it's on a quiet street in Springfield, not far from the hospital and shopping at either downtown or at the plaza, and only a half hour to Okemo for winter and summer activities! The opportunity is tremendous here to make this your lovely home at a great price! Nice sized rooms and there is plenty of

  Glenn Olney Barrett and Valley Associates Inc.

  32 Myrtle St, Springfield, VT 05156
• 

  

  

  /20

  $195,000

  • Land
  • 54 Acres
  • $3,615 per Acre

  563 Simonsville Rd, Andover, VT 05143

  Looking for a blank canvas to make your own? Look no further than this beautiful 53+ acres in the quiet town of Andover. The property boasts several potential house seats (close to the road but also some tucked up away in the trees), a pond, high above the river, and convenient road frontages on two publicly maintained roads. Minutes from downtown Chester or Londonderry Vermont. Within 30 minutes

  Erin Kendall EXP Realty

  563 Simonsville Rd, Andover, VT 05143
• 

  

  

  /21

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  130 Pleasant St, Cavendish, VT 05142

  Price reduced! If this property is on your radar, make an appointment to see it as tenants' lease is up in August. This home has served as a primary residence and also as an income-producing rental and can be sold furnished. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well.It is currently partially finished and is being

  Tyleen Murray Kelley Real Estate, Inc.

  130 Pleasant St, Cavendish, VT 05142
• 

  

  

  /54

  $559,500

  • 3 Beds
  • 3 Baths
  • 2,525 Sq Ft

  1140 Murphy's Rd Unit 5a, Quechee, VT 05059

  This is a wonderful opportunity to purchase a Deere Run end unit overlooking the Lakeland Golf course, Lake Pinneo and the Ottauquechee River Valley. This highly desirable 3-bedroom, 3-bathroom condominium offer spacious gathering spaces and privacy on all three levels with expansive views and abundant natural light. A wide deck off the living and dining areas is ideal for entertaining on long

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1140 Murphy's Rd Unit 5a, Quechee, VT 05059
• 

  

  /19

  $224,000

  • 2 Beds
  • 1 Bath
  • 2,250 Sq Ft

  5755 Us Route 5, Weathersfield, VT 05030

  Open floor plan with soaring ceilings and wood flooring throughout. The structure includes a full bathroom, a partial kitchen, and the framework for two bedrooms—ideal for conversion into a spacious single-family home or potentially a duplex. New hot air heating oil system install fall 2024 The building was officially approved for residential use in 2023. Recent upgrades enhance the property's

  Deb Roberts RE/MAX Upper Valley

  5755 Us Route 5, Weathersfield, VT 05030
• 

  

  /60

  $1,150,000

  • 5 Beds
  • 2.5 Baths
  • 4,733 Sq Ft

  107 Baker Rd, Springfield, VT 05156

  Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

  Jeremy Collins Ridgeline Real Estate

  107 Baker Rd, Springfield, VT 05156
• 

  

  /27

  $539,000

  • 6 Beds
  • 2 Baths
  • 2,304 Sq Ft

  81 High St, Cavendish, VT 05142

  Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

  Tyleen Murray Kelley Real Estate, Inc.

  81 High St, Cavendish, VT 05142
• 

  

  /34

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  847 Simonsville Rd, Andover, VT 05143

  Come find your own peaceful piece of the Vermont countryside in the beautiful town of Andover. Look no further than this move in ready homestead on 51.2 rolling acres with two large paddocks fenced and ready waiting for your animals, complete with two spacious sheds, and a chicken coop ready to house them. Established asparagus patch, blueberry bushes, apple trees, and even your own cranberry bog

  Erin Kendall EXP Realty

  847 Simonsville Rd, Andover, VT 05143
• 

  

  /25

  $539,000

  • 2,304 Sq Ft

  81 High St, Cavendish, VT 05142

  Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

  Tyleen Murray Kelley Real Estate, Inc.

  81 High St, Cavendish, VT 05142
• 

  

  /7

  $84,900

  • Land
  • 1.90 Acres
  • $44,684 per Acre

  276 Dutton District Rd, Springfield, VT 05156

  Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

  Chris Benoit Highland Realty

  276 Dutton District Rd, Springfield, VT 05156
• 

  

  /60

  $1,425,000

  • 3 Beds
  • 3.5 Baths
  • 4,716 Sq Ft

  195 Willey Hill Rd, Norwich, VT 05055

  195 Willey HillSetting the scene!!! A short distance to town, you will find this lovely home, privately sited with beautiful views. The craftsmanship is outstanding from the wainscotting to the beams. Thoughtfully designed and built with the utmost attention to detail, this home offers so many features, to name a few: mudroom with laundry room and a half bathroom; large kitchen with island

  Berna Rexford Four Seasons Sotheby's Int'l Realty

  195 Willey Hill Rd, Norwich, VT 05055
• 

  

  /19

  $639,000

  • 3 Beds
  • 2 Baths
  • 3,300 Sq Ft

  23 Brookside Dr, Norwich, VT 05055

  Walk to Dan & Whits and elementary school from this 3 BR, 2 bath village home with pastoral viewsRare opportunity for country-like living and views within the quiet village of Norwich, a picturesque, quintessential Vermont town across the river from Dartmouth College and world-class Medical Center in Hanover, NH. Walk to Dan & Whits and elementary school from this 3 BR, 2 bath home with

  Jason Saphire www.HomeZu.com

  23 Brookside Dr, Norwich, VT 05055
• 

  

  /48

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001

  Welcome to this rare and spacious 3BR, 2.5BA end unit condo in highly desirable Saltbox Village offering a perfect blend of comfort, privacy and natural beauty. Tucked into a serene setting and surrounded by lush greenery. This inviting home offers an exceptional floor plan with very generous living spaces. The sun filled main level features a flexible and open layout, starting with a welcoming

  Herb Hart Quechee Lakes Real Estate Center

  355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001
• 

  

  /60

  $985,000

  • 7 Beds
  • 4.5 Baths
  • 4,733 Sq Ft

  107 Baker Rd, Springfield, VT 05156

  Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

  Jeremy Collins Ridgeline Real Estate

  107 Baker Rd, Springfield, VT 05156
• 

  

  /17

  $299,000

  • Land
  • 50 Acres
  • $5,980 per Acre

  00 Missing Link Rd, Springfield, VT 05156

  Adventure starts here—50 acres of Vermont wilderness overlooking the Connecticut River, ready for your vision. Set along scenic Route 5 (aka Missing Link Road), this parcel is a dream for outdoor enthusiasts. With miles of internal trails perfect for hunting, hiking, mountain or dirt biking, ATVs, and snowmobiles, there’s room to roam in every season. A roughed-in driveway leads to a cleared

  Daire Gibney Barrett and Valley Associates Inc.

  00 Missing Link Rd, Springfield, VT 05156
• 

  

  /19

  $174,900

  • 2 Beds
  • 1 Bath
  • 1,217 Sq Ft

  654 Us Route 5, North Hartland, VT 05052

  This home has a good size lawn, is close to Hartford (4 miles from the VA) easy access to I91 and I89 short travel to skiing, hiking, boating, swimming, shopping. A nice incentive is the slab rent from the mobile home next door. This property is being sold AS-IS,

  Mary Chamberlin Dave Walthour Real Estate

  654 Us Route 5, North Hartland, VT 05052
• 

  

  /55

  $739,000

  • 4 Beds
  • 4 Baths
  • 1,730 Sq Ft

  78 Coopers Trace, Plymouth, VT 05056

  Located in Hawk Resort, halfway between Killington and Okemo, this four-bedroom, four-bath home offers both privacy and convenience.The main floor features an open layout with cathedral ceilings, wide pine floors, and plenty of natural light from large windows and skylights. The kitchen has been updated, and fresh paint throughout gives the home a clean, refreshed look. The dining area opens

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  78 Coopers Trace, Plymouth, VT 05056
• 

  

  /60

  $649,900

  • 4 Beds
  • 4 Baths
  • 2,818 Sq Ft

  200 Peregrine Rd, Plymouth, VT 05056

  Located in between the two largest ski resorts in the East- Killington and Okemo Mountain Resorts. Custom design & built 4 bedroom/ 4 bathroom Hawk home faces directly South and affords beautiful seasonal lake and mountain views from this gorgeous open concept contemporary with loads of glass pouring in natural sunlight in every room and lovely wood floors throughout. The floor plan is ideal for

  Marni Rieger KW Vermont-Killington

  200 Peregrine Rd, Plymouth, VT 05056
• 

  

  /35

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  263 Colonial Dr, Hartford, VT 05001

  Inviting 3-Bedroom Home with Modern Amenities and Outdoor Oasis - Discover this charming 3-bedroom, 2.5-bath home that perfectly balances comfort and functionality. With a two-car garage and solar panels added just two years ago, this property offers both convenience and energy efficiency. Step into the heart of the home, where the kitchen boasts refinished hardwood flooring and appliances that

  Jaime Durell BHHS Verani Upper Valley

  263 Colonial Dr, Hartford, VT 05001
• 

  

  /44

  $368,000

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  165 N Main St, Rochester, VT 05767

  NEW PRICE! Experience the "Feng Shui" of the Pineapple Outpost in beautiful Rochester, a charming and vibrant town. This captivating early Post and Beam home presents an exquisite blend of historic charm and modern conveniences. Inside, discover wide pine floors, exposed beams, and a cozy fireplace in the main-level primary bedroom, each element showcasing the home’s rustic elegance. With two

  Gail Engel & Völkers Okemo

  165 N Main St, Rochester, VT 05767
• 

  

  /26

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,192 Sq Ft

  1568 S Hill Rd, Ludlow, VT 05149

  Cozy home on 2.3+/- acres. Great location out in the country on South Hill. Stone wall and lovely meadow visible from the living room picture window. Open floor plan, wide board wood floors. Just 10 minutes to Okemo Mountain Resort. Water intrusion in basement caused settling and damage. Bring your contractor and see what might be possible!

  Alexandra Eatmon Kelley Real Estate, Inc.

  1568 S Hill Rd, Ludlow, VT 05149
• 

  

  /60

  $785,000

  • 3 Beds
  • 3 Baths
  • 2,630 Sq Ft

  2 Macdonald Ln, Ludlow, VT 05149

  Tucked away on a quiet dead-end dirt road off West Hill and only minutes to Okemo’s base lodge. This beautiful log cabin home on Okemo Mountain offers the perfect blend of rustic character and modern living. With 3 bedrooms, 3 bathrooms, and an open-concept layout, this is the Vermont retreat you've been waiting for. Step inside to a warm and inviting living room with vaulted ceilings, exposed

  Joseph Karl William Raveis Real Estate Vermont Properties

  2 Macdonald Ln, Ludlow, VT 05149
• 

  

  /27

  $650,000

  • Land
  • 78 Acres
  • $8,366 per Acre

  0 Mecawee Rd, Woodstock, VT 05091

  Spectacular 77+ acre parcel on sought after Mecawee Rd. with a perfect combination of level, sloping and hilly terrain. There are multiple building sites including a large cleared area set back off the road with a driveway in place and utilities (electric & fiber optic) at the street. This past Fall, the Sellers went to great lengths to clear the land all the way down to the road opening up

  Dan Noble Snyder Donegan Real Estate Group

  0 Mecawee Rd, Woodstock, VT 05091
• 

  

  /31

  $324,000

  • 2 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  1221 Baker Turn Cir Unit 1D, Hartford, VT 05059

  This very spacious 2BR, 1.5BA townhouse has been tastefully renovated from top to bottom with all new laminate hardwood floors, appliances, doors and paint throughout. It is being offered fully furnished providing for a truly turn key buying opportunity. It is located within less than 100 yards to the top of the Quechee Ski Hill.

  Herb Hart Quechee Lakes Real Estate Center

  1221 Baker Turn Cir Unit 1D, Hartford, VT 05059
• 

  

  /27

  $299,000

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  30 Pond St Unit 11, Ludlow, VT 05149

  This is a village charmer. Remodeled and completely move in ready, this two bedroom, two bath condominium is within walking distance to Main Street. Located at the base of Okemo Mountain with easy access to the Okemo shuttle in the winter months and only 4 miles to the lakes region for year-round enjoyment. As soon as you open the door, the fresh and welcoming decor draws you in. This beautifully

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  30 Pond St Unit 11, Ludlow, VT 05149
• 

  

  /36

  $367,000

  • Land
  • 11 Acres
  • $34,754 per Acre

  0 Valley View Dr, Ludlow, VT 05149

  Elevate Your Lifestyle at Summit Ridge - Tucked away in a private, gated community just minutes from the slopes of Okemo and our Lakes Region, this homesite is the perfect canvas for your mountain dream home. Imagine waking up to panoramic, long-range mountain views in every direction—serenity, space, and stunning scenery, all wrapped into one unbeatable location with 10.56 acres. You're just a

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  0 Valley View Dr, Ludlow, VT 05149
• 

  

  /38

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,679 Sq Ft

  707 Skitchewaug Trail, Springfield, VT 05156

  Vermont charm meets modern convenience in this beautifully updated 3-bedroom, 1-bath home on 2.9 private acres in Springfield. From the brand new septic system to fresh interior and exterior paint, this property has been thoughtfully improved throughout. Enjoy single-level living with a spacious primary bedroom, full bathroom, and laundry on the main floor. The cozy living room features a warm

  Nick Sicard EXP Realty

  707 Skitchewaug Trail, Springfield, VT 05156
• 

  

  /15

  $259,000

  • Land
  • 9 Acres
  • $30,363 per Acre

  224 Arrau Rd, Andover, VT 05143

  If you're searching for a slice of paradise, look no further than this Hidden Gem. Nestled in the heart of Vermont’s picturesque Green Mountains, this Andover lot offers everything you’ve been dreaming of. With the perfect blend of privacy and convenience, you’ll find peace and quiet paired with a short drive from the charming towns of Ludlow, Weston, Chester, and Londonderry. Spanning 8.53

  Thaddeus Abare Barrett and Valley Associates Inc.

  224 Arrau Rd, Andover, VT 05143
• 

  

  /33

  $189,900

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft

  982 Vermont 14, Royalton, VT 05068

  Welcome to this cozy and well-maintained home, perfectly situated close to local shops and restaurants for ultimate convenience. Step inside to a convenient mudroom area, with plenty of space to take off those muddy boots. The home opens into a nicely sized living room and kitchen with an island that offers additional prep and seating space. Two bedrooms down the hall share a full bathroom and

  Shenia Covey Lyford Coldwell Banker LIFESTYLES - Hanover

  982 Vermont 14, Royalton, VT 05068
• 

  

  /31

  $74,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Great location! This one bedroom lockout unit with a deck is looking right over the outdoor pool and hot tubs with a beautiful valley view! Direct access to the elevator/stairs to the private owner's locker room where you store your skis in your personal locker. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Queen sleep sofa, Queen wall bed, full

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  /47

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,116 Sq Ft

  32 Route 103 S Unit D4, Ludlow, VT 05149

  Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  32 Route 103 S Unit D4, Ludlow, VT 05149
• 

  

  /27

  $57,000

  • Land
  • 0.67 Acre
  • $85,075 per Acre

  00 Snow Ln, Windsor, VT 05089

  Lovely residential neighborhood with easy access to I-91. This easy access building lot (Parcel #3) sits on a short private roadway with convenient hookups to town water and sewer. Power and internet is also at the street and easily available. Property is located on the school bus route and is a great location for families. Land is relatively flat and should be easy building. Good expansion

  John Bassette Bassette Real Estate Group

  00 Snow Ln, Windsor, VT 05089
• 

  

  /29

  $55,000

  • Land
  • 0.56 Acre
  • $98,214 per Acre

  00 Snow Ln, Windsor, VT 05089

  Lovely residential neighborhood with easy access to I-91. This perfect building lot (Parcel #2) sits on a short private roadway with convenient access to town water and sewer. Power and internet is at the street and easily available. Property is located on the school bus route and is a great location for families. The land is relatively flat and should be an easy building location. Good expansion

  John Bassette Bassette Real Estate Group

  00 Snow Ln, Windsor, VT 05089
• 

  

  /41

  $98,000

  • Land
  • 1.23 Acres
  • $79,675 per Acre

  00 Snow Ln, Windsor, VT 05089

  Lovely residential neighborhood with easy access to I91. These two separate and contiguous building lots sit on a small private road and have town water and sewer access on the edge of the property. Power is also on-site. This listing is for 1.23 acres that are divided into two separate buildable lots of Parcel #2 which is .56 acres (MLS #5036196), and Parcel #3 which is .67 acres (MLS #5036198).

  John Bassette Bassette Real Estate Group

  00 Snow Ln, Windsor, VT 05089
• 

  

  /29

  $2,000,000

  • 4 Beds
  • 5 Baths
  • 2,887 Sq Ft

  1300 Mountain Rd, Ludlow, VT 05149

  One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1300 Mountain Rd, Ludlow, VT 05149
• 

  

  /60

  $1,349,000

  • 4 Beds
  • 4 Baths
  • 2,869 Sq Ft

  484 Route 12, Hartland, VT 05048

  South facing end of the road retreat, with long views! Equally appealing are expansive western views, for dynamic sunsets! Equestrian amenities of small horse barn, fenced paddocks and direct access to trails! This welcoming residence is certainly unique! A cape style home, with contemporary open floor plan, dramatic windows and a wide deck is seamlessly married to a rustic log cabin, with true

  John Wetmore Wetmore Real Estate

  484 Route 12, Hartland, VT 05048
• 

  

  /39

  $195,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 252, Cavendish, VT 05142

  Welcome to effortless living at The Pointe at Castle Hill! This charming 1-bedroom, 1-bathroom condominium offers a convenient and low-maintenance lifestyle in a prime location. Just a stone's throw from Okemo Mountain Resort and Fox Run Golf Club, you'll be perfectly positioned to embrace Vermont's stunning outdoor recreation. Enjoy fantastic on-site amenities including a sparkling swimming

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  2940 Route 103 Unit 252, Cavendish, VT 05142
• 

  

  /51

  $1,400,000

  • 7 Beds
  • 5.5 Baths
  • 4,914 Sq Ft

  49 Burton Rd, Weston, VT 05161

  Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal

  Claudia Harris Mary Mitchell Miller Real Estate

  49 Burton Rd, Weston, VT 05161
• 

  

  /23

  $500,000

  • 2 Beds
  • 1 Bath

  133 Stagecoach Rd, Norwich, VT 05055

  Construction project for sale. Accelerate your building time line with a significant amount of work already completed. The temporary roof needs to be removed and main level completed. Utilize the existing contemporary design or bring your own vision to life. The project to date includes: Driveway, underground power and fiber optic internet, 4-bedroom septic, drilled well with Penteck Intellidrive

  Linda White EXP Realty

  133 Stagecoach Rd, Norwich, VT 05055

Showing Results 321 - 360, Page 9 of 14