Windsor County VT Homes for Sale

• 

  

  

  /30

  $375,000

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft

  162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149

  Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities. Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing gear. The

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149
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  /51

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 3,060 Sq Ft

  593 Red Barn Rd, White River Junction, VT 05001

  A rare opportunity! This private, tranquil 6.7 AC farm is just a short stroll to the Quechee Club and all amenities. Built in 1975 to the highest standard, and sited to take advantage of a lovely valley view overlooking pastures, rolling fields and your very own spring fed swimming pond. The home is beautifully composed with bright open spaces flowing seamlessly for entertaining and everyday

  Danny Kogut Williamson Group Sothebys Intl. Realty

  593 Red Barn Rd, White River Junction, VT 05001
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  /49

  $847,000

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156

  Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations to allow for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroom, dining, living rooms 2 baths, laundry and primary bedroom on the first floor, 2 bedrooms upstairs

  Paula Waters Dark Horse Realty

  303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156
• 

  

  

  /19

  $295,000

  • Land
  • 10.01 Acres
  • $29,471 per Acre

  713 S Hill Rd, Ludlow, VT 05149

  Dear future homeowner! Imagine your dream property just waiting for you and this 10-acre slice of paradise on South Hill Road is exactly that! This isn't just land; it's your blank canvas, totally prepped and ready to bring your vision to life.Critical infrastructure elements already done for you! We're talking a new fully installed 5-bedroom septic system that's good to go, an awesome

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

  713 S Hill Rd, Ludlow, VT 05149
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  /43

  $445,000

  • 3 Beds
  • 3 Baths
  • 1,918 Sq Ft

  11 Blueberry Ledge Ridge Unit L3, Plymouth, VT 05056

  Ledges 3--This updated 3-bedroom, 3-bath townhouse offers a welcoming retreat in the lakes region, midway between Killington and Okemo. Renovated in 2013, the home features a stylish kitchen with new cabinetry, quartz countertops, tiled backsplash, cork flooring, and quality appliances including a gas range. The main level is warm and inviting with random-width pine floors and a wood-burning

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  11 Blueberry Ledge Ridge Unit L3, Plymouth, VT 05056
• 

  

  /35

  $549,000

  • 4 Beds
  • 3 Baths
  • 2,470 Sq Ft

  3364 W Woodstock Rd, Woodstock, VT 05091

  Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway.Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories.

  Keri Cole Williamson Group Sothebys Intl. Realty

  3364 W Woodstock Rd, Woodstock, VT 05091
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  /22

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  56 Furnace St, Springfield, VT 05156

  Attention investors and renovators! This single-family home offers opportunity and potential. The previous owners began renovations, giving you a head start on transforming this property into a profitable project. With the heavy lifting already underway, it’s the perfect canvas for your vision. Features include a first floor mini-split, brand new HVAC system that provides heat and A/C (this still

  Chelsea Richardson Barrett and Valley Associates Inc.

  56 Furnace St, Springfield, VT 05156
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  /48

  $670,000

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  162 Campbell Rd, Rochester, VT 05767

  This classic Vermont farmhouse has been lovingly renewed from the studs out, preserving its 19th-century charm while adding the comfort and convenience of modern living. Step inside and you’ll find warm hardwood floors crafted from ash, birch and cherry harvested right from the property, exposed beams, and a central brick hearth with a soapstone woodstove that invites you to gather around on

  Kyle Kershner Killington Pico Realty

  162 Campbell Rd, Rochester, VT 05767
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  /17

  $85,000

  • Land
  • 11.51 Acres
  • $7,385 per Acre

  00 Chaos Turnpike, Cavendish, VT 05142

  NOT QUITE off the Grid Hideaway (Verizon 1-4 G) Just down the country lane to Knapp Ponds/Knapp Brook Wildlife Management Area. Forgotten by the owners for the last 30 years, this lot has a mix of timber, stone wall & sloping mountain terrain. 475 feet frontage along the Class 3 road and only a short hike to the ponds. Boat ramps for fishing and hunting access.

  Don Eatmon Kelley Real Estate, Inc.

  00 Chaos Turnpike, Cavendish, VT 05142
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  /59

  $99,000

  • 2 Beds
  • 3 Baths
  • 1,369 Sq Ft

  510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149

  Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This spacious and beautifully appointed condominium offers effortless access to the slopes and a full suite of resort amenities. The open-concept living area features a comfortable space to gather, complete

  Joseph Karl William Raveis Real Estate Vermont Properties

  510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149
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  /45

  $795,000

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft

  144 Lodge Rd Unit 6, Ludlow, VT 05149

  SouthFace Village Tamarack #6Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for apres-ski relaxation.Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  144 Lodge Rd Unit 6, Ludlow, VT 05149
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  /56

  $879,000

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1342 Old Stage Rd, Chester, VT 05143

  Welcome to your own private retreat—98 acres of Vermont beauty offering meadows, woods, two ponds, and eight versatile outbuildings. Thoughtfully maintained, this charming home is nestled in a park-like setting complete with long, historic rock walls, mature trees, and lovely perennial gardens. Nature lovers will appreciate the abundance of wildlife, from hummingbirds and ducks to deer and the

  Jessica Landers Barrett and Valley Associates Inc.

  1342 Old Stage Rd, Chester, VT 05143
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  /58

  $495,000

  • 4 Beds
  • 5 Baths
  • 3,350 Sq Ft

  7868 Pomfret Rd, North Pomfret, VT 05053

  A rare opportunity to own a piece of Vermont history - The North Pomfret Store & Post Office, c.1830. This 3-story New Englander offers charm, character, and a solid income stream on 3.25 picturesque acres. With 5 total units, the property includes 3 residential apartments (one 2-bedroom, one 1-bedroom, and an Efficiency), a ground-floor commercial office space, and the historic U.S. Post Office

  John Bassette Bassette Real Estate Group

  7868 Pomfret Rd, North Pomfret, VT 05053
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  /42

  $3,500,000

  • 6 Beds
  • 8 Baths
  • 5,142 Sq Ft

  18 The Green, Woodstock, VT 05091

  Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort

  Danny Kogut Williamson Group Sothebys Intl. Realty

  18 The Green, Woodstock, VT 05091
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  /18

  $235,995

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  2359 Vermont 107, Bethel, VT 05032

  Charming 2-Bedroom, 1 - "Office" VT Route 107 Home — High Ceilings, Hardwood Floors, Garage with Office, and Prime Location Just minutes from Exit 3, this versatile Royalton property blends comfort, convenience, and flexibility—perfect for home living, a small business, or both. Bright, Spacious Living – Soaring high ceilings and beautiful hardwood floors create a warm, open, and inviting

  Nathan Wright Century 21 The One

  2359 Vermont 107, Bethel, VT 05032
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  /10

  $388,888

  • 1 Bed
  • 2 Baths
  • 884 Sq Ft

  807 Murphys Rd Unit 7D, Quechee, VT 05059

  Beautifully updated one-bedroom plus loft condo located in Fairway Village. Recent improvements include new AC mini-splits, updated bathrooms, new flooring, a redesigned staircase with banister, loft safety windows, wood shelving, new shades, and toilets. The condo is part of the Quechee Club, which offers a wide range of amenities (additional club fee applies along with HOA dues). Fairway

  Kris Lippi Get Listed Realty

  807 Murphys Rd Unit 7D, Quechee, VT 05059
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  /50

  $100,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort - Welcome to the Adams House at Jackson Gore, where mountainside living meets year-round adventure. This spacious, well-appointed condominium offers comfort and convenience in one of Okemo’s most sought-after slopeside communities. Step inside to find a generous open-concept living space with a cozy gas fireplace, ideal for relaxing after a day on the

  Katherine Burns William Raveis Real Estate Vermont Properties

  606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
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  /20

  $199,000

  • Land
  • 4.1 Acres
  • $48,537 per Acre

  398 Valley View Rd, White River Junction, VT 05001

  Centrally located building site with woods, a pond, foundation, septic, drilled well and permit in hand to rebuild on existing footprint. There is also the potential to have an in-home business, workshop and loads of covered parking. Check out this great opportunity which is just a short drive to much of the Upper valley.

  Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

  398 Valley View Rd, White River Junction, VT 05001
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  /29

  $875,000

  • Land
  • 67.4 Acres
  • $12,982 per Acre

  00 Markham Ln, Weston, VT 05161

  An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills,

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  00 Markham Ln, Weston, VT 05161
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  /35

  $69,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  416 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn, Unit 416 Qtr. I Quarter Ownership - thirteen deeded weeks per year. This one-bedroom, top-floor location is awaiting your family! Its location faces east where you will watch spectacular morning sunrises while sipping on coffee from either your bedroom or living room. There are both hillside and valley views which lend to a peaceful and tranquil environment. With a sleeper

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

  416 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  /17

  $150,000

  • Land
  • 1.04 Acres
  • $144,231 per Acre

  00 Partridge Rd, Ludlow, VT 05149

  A great spot to build a home in the small subdivision of Partridge Road. Close to the Village of Ludlow with access to town sewer. Surrounded by fine properties on South Hill. Covenants and restrictions in place to protect your investment. Quiet and private location yet only minutes to Okemo Mountain Resort and the Village of Ludlow. Come build your dream home!

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  00 Partridge Rd, Ludlow, VT 05149
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  /59

  $685,000

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  688 Hidden Heights Rd, Chester, VT 05143

  Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of

  Joseph Karl William Raveis Real Estate Vermont Properties

  688 Hidden Heights Rd, Chester, VT 05143
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  /10

  $250,000

  • Land
  • 17 Acres
  • $14,706 per Acre

  1047 Vermont Route 100, Weston, VT 05161

  Less than two miles from the charming Village of Weston lies this remarkable 17± acre parcel—a rare opportunity for those drawn to Vermont’s natural beauty and outdoor lifestyle. Ideally situated for recreation lovers, the land offers quick access to some of the state's top ski resorts, including Okemo, Stratton, Magic, and Bromley Mountains, providing opportunities for skiing, snowboarding,

  Cheyanne Pugliese

  1047 Vermont Route 100, Weston, VT 05161
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  /60

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  652 Tierney Rd, Cavendish, VT 05142

  Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that

  Carol Wood Williamson Group Sothebys Intl. Realty

  652 Tierney Rd, Cavendish, VT 05142
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  /52

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,794 Sq Ft

  95 Church St, Chester, VT 05143

  Charming Renovated Farmhouse in the Heart of Chester This beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway. Inside, enjoy a spacious kitchen with custom pantry shelving, a

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

  95 Church St, Chester, VT 05143
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  /58

  $1,400,000

  • 6 Beds
  • 5 Baths
  • 4,571 Sq Ft

  505 Deweys Mills Rd, Hartford, VT 05047

  The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the

  Jennifer Falvey KW Vermont Woodstock

  505 Deweys Mills Rd, Hartford, VT 05047
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  /31

  $79,500

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  368/370 Qtr. IV~Enjoy two coveted winter weeks —including Christmas and New Year’s(2025-26)—at this spacious 1-bedroom, 2-bathroom lockout unit at the Jackson Gore Inn at Okemo. Located on the third floor and just steps from the Round House, this unit offers beautiful valley views and ideal proximity to lifts, pools, and dining. Unit C Features: 1 bedroom, sleeps eight, lock-out

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

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
• 

  

  /29

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  9 Stryhas Trailer Ct, Ludlow, VT 05149

  Charming and well-maintained 3-bedroom, 2-bathroom manufactured home on leased lot in a peaceful 55+ community. This inviting home features an open concept layout, high ceilings, and is filled with natural light pouring in through multiple skylights, creating a bright and airy atmosphere. Step outside to a new deck with an awning—perfect for enjoying warm summer days. The fenced yard is great for

  Gabrielle Turco Kelley Real Estate, Inc.

  9 Stryhas Trailer Ct, Ludlow, VT 05149
• 

  

  /60

  $649,000

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  691 Dartt Hill Rd, Bethel, VT 05032

  With long range views to Mount Moosilauke in NH, this property offers endless opportunities for either primary or vacation home use, short- or long-term rental potential, family legacy/ample guest spaces, or a home business to name a few of the possibilities. The charming 2-bedroom log home has been renovated with premier kitchen and bathroom finishes. Natural woodwork glows warmly throughout the

  Terry Davis Williamson Group Sothebys Intl. Realty

  691 Dartt Hill Rd, Bethel, VT 05032
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  /40

  $205,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  396 S Main St, Bethel, VT 05032

  Just minutes from downtown Bethel this home has everything you’re looking for! The sunny, gently sloping yard is ideal for gardening, or hosting gatherings. Inside, you'll find two bedrooms and two full bathrooms, a spacious living room, and a bright kitchen that opens to a large dining room with sliding doors leading to a private deck overlooking the backyard. Both bedrooms are located on the

  Shannon Handrahan

  396 S Main St, Bethel, VT 05032
• 

  

  /14

  $249,000

  • Land
  • 6.5 Acres
  • $38,308 per Acre

  5518 Vt Route 12, Barnard, VT 05031

  A pastoral parcel of land with the benefit a truly mesmerizing private pond! The location is great! Recreation on pristine Silver Lake and shopping in the beloved Barnard General Store are just a few minutes away from this peaceful Barnard Village acreage! One obvious building site would take advantage of views of the pond. Other possible sites certainly are presented within the extended open

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031
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  /60

  $869,000

  • 3 Beds
  • 4.5 Baths
  • 4,088 Sq Ft

  1588 Austin Hill Rd, Rochester, VT 05767

  An iconic Robert Carl Williams design, completely reimagined by Robson Bilgen Architects in 1999, this one-of-a-kind masterpiece in Rochester’s Great Hawk community is a work of art inside and out. Perfectly sited on 2.7 acres of lush, landscaped grounds, it feels like a private sanctuary, with sweeping pagoda-inspired rooflines, recirculating ponds and waterfalls, dramatic stonework, and vibrant

  Kyle Kershner Killington Pico Realty

  1588 Austin Hill Rd, Rochester, VT 05767
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  /51

  $325,000

  • 5 Beds
  • 4 Baths
  • 2,963 Sq Ft

  513 Giddings St, Springfield, VT 05150

  Nestled on over an acre +/- of level land, this well-maintained home offers a wealth of space and potential for any lifestyle. With a large shed, a 3-car carport/workshop, and even a chicken coop, you'll have plenty of room to store, work, and play. The first floor features a generously-sized bedroom with bay windows, a beautifully refinished bathroom with a walk-in shower, a large kitchen,

  Chelsea Richardson Barrett and Valley Associates Inc.

  513 Giddings St, Springfield, VT 05150
• 

  

  /50

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  360 Okemo Trailside Extension Unit 37E, Ludlow, VT 05149

  Exceptional Slopeside Living at Okemo. This premier 4-bedroom end unit in Okemo’s coveted Trailside community offers some of the best ski-on/ski-off access on the mountain. Step out your door and ski straight to the high-speed Sunburst Six bubble chair— or walk directly to the Glades Peak Quad, then return home to stunning, unobstructed mountain views.Fully reimagined with a focus on luxury,

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  360 Okemo Trailside Extension Unit 37E, Ludlow, VT 05149
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  /32

  $2,300,000

  • 4 Beds
  • 4.5 Baths
  • 3,524 Sq Ft

  134 Chester Arthur Rd, Hartford, VT 05047

  A quality residence with 4.69 landscaped acres beautifully complimenting the estate! Entering into the grounds a graceful drive meanders through landscaped lawns to arrive at a stone patio and an appealing New England style residence. Conveniently, there is option to enter an attached garage with direct entrance to the residence. After crossing the stone patio, passing through the front door

  John Wetmore Wetmore Real Estate

  134 Chester Arthur Rd, Hartford, VT 05047
• 

  

  /60

  $200,000

  • Land
  • 6.63 Acres
  • $30,166 per Acre

  00 Vermont 103, Andover, VT 05143

  Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

  Rachael Rogala Lange & Lange

  00 Vermont 103, Andover, VT 05143
• 

  

  /34

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft

  6852 Us Route 4, Bridgewater, VT 05034

  This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont

  Laird Bradley Williamson Group Sothebys Intl. Realty

  6852 Us Route 4, Bridgewater, VT 05034
• 

  

  /60

  $115,000

  • Land
  • 3.28 Acres
  • $35,061 per Acre

  00 Vt Route 103 N, Chester, VT 05143

  Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With a proposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life.The lot offers ample space for parking and potential for mountain or woodland views with some strategic tree clearing.

  Rachael Rogala Lange & Lange

  00 Vt Route 103 N, Chester, VT 05143
• 

  /2

  $475,000

  2577 Hartford Ave, Hartford, VT 05001

  Commercial lot - Approximately 1⁄2 acre lot that borders the I-91 highway between the Wilder, VT exit and the Hanover NH/Norwich VT exit. Located on route 5 approximately a quarter mile from Dothan Brook School and 3-4 miles from the Dartmouth green. Property is across the street from walking and biking path, and there is an Advanced Transit bus stop close by as well. There is a separate listing

  Jason Saphire www.HomeZu.com

  2577 Hartford Ave, Hartford, VT 05001
• 

  

  /38

  $1,999,000

  • 6 Beds
  • 6 Baths
  • 7,619 Sq Ft

  5518 Vt Route 12, Barnard, VT 05031

  An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All of the well known amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031

Showing Results 241 - 280, Page 7 of 13