Windsor County VT Homes for Sale with View

/31
$699,000
- 4 Beds
- 2.5 Baths
- 2,747 Sq Ft
350 Farrar Rd, Chester, VT 05143

Looking for a peaceful escape with plenty of space to spread out? This inviting home sits on a quiet dirt road, just minutes from the heart of Chester Village and close to all the best things Vermont has to offer—skiing, hiking, swimming, and more. This property is perfect as a Primary home, vacation home or can be used as a short-term rental.Inside, there’s tons of room for friends and family.

Linda Benoit Highland Realty

350 Farrar Rd, Chester, VT 05143
/7
$375,000
- 2 Beds
- 1 Bath
- 1,208 Sq Ft
3078 N Hollow Rd, Rochester, VT 05767

Located in the sought after North Hollow section of Rochester is this 2 bdrm, 1 bath Ranch on 2 acres with attached garage and small outbuilding barn. Another larger barn/garage has the frame work erected with the rest of the materials on site for its next owner to complete. Charming country setting with great curb appeal including stone walls and set off the roadway surrounded by panoramic

Patricia Harvey Xsell Realty LLC

3078 N Hollow Rd, Rochester, VT 05767
/14
$835,000
- Land
- 150 Acres
- $5,567 per Acre
0 Walker Hill Rd, Bridgewater, VT 05091

150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, a fully equipped camper trailer with propane fired generator for off grid living and even a 4 wheeler outfitted with

John Wetmore Wetmore Real Estate

0 Walker Hill Rd, Bridgewater, VT 05091
/47
$8,000,000
- 3 Beds
- 3.5 Baths
- 5,384 Sq Ft
115 Eastman Rd, Woodstock, VT 05091

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

Keri Cole Williamson Group Sothebys Intl. Realty

115 Eastman Rd, Woodstock, VT 05091
/21
$290,000
- Land
- 30 Acres
- $9,555 per Acre
00 Chapel Hill Rd, Sharon, VT 05065

Located at the end of publicly maintained Chapel Hill Road, this lot consists of 20.85 acres in Sharon and 9.5 acres in Norwich. A woods road or future driveway leads to the height of land with unparalleled panoramic, southwesterly views of Mt. Ascutney, Killington, and beyond. There is no power on this section of Chapel Hill Rd., but the lot would be perfect for a solar home, camp, or just a

Tami Sullivan Snyder Donegan Real Estate Group

00 Chapel Hill Rd, Sharon, VT 05065
/26
$449,000
- 1 Bed
- 1 Bath
- 744 Sq Ft
1013 Malagash Rd, Reading, VT 05062

At the end of a town maintained road, across from neighboring horse properties, lies a private 21 acre parcel with a mix of open and wooded land along with stone walls and walking trails. A pristine 1 acre pond, where the sounds of spring can be heard from the calls of a Wood Frog chorus, is situated below a charming, newly constructed custom four-season, 1 bedroom Honest Abe Genesis Cabin with

Joanne Kent Four Seasons Sotheby's Int'l Realty

1013 Malagash Rd, Reading, VT 05062
/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 spacious

Allison Griep KW Vermont Woodstock

141 N Runway Rd, Perkinsville, VT 05151
/16
$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
/34
$375,000
- 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
/52
$1,390,000
- 5 Beds
- 3.5 Baths
- 3,953 Sq Ft
11 College Hill Rd, Woodstock, VT 05091

Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and

Zoe Hathorn Washburn Snyder Donegan Real Estate Group

11 College Hill Rd, Woodstock, VT 05091
/14
$89,900
- Land
- 1.90 Acres
- $47,316 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
$1,600,000 Open Sat 10:30AM - 12:30PM
- 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 and

Berna Rexford Four Seasons Sotheby's Int'l Realty

195 Willey Hill Rd, Norwich, VT 05055
/46
$1,100,000
- 3 Beds
- 4 Baths
- 3,123 Sq Ft
292 Hard Rd, Hartford, VT 05001

Showings start at the OPEN HOUSE at 10am Saturday, May 3rd. Rooted in the tradition of vernacular New England architecture and thoughtfully integrated with modern systems and conveniences, this distinguished colonial reproduction stands out in Vermont’s premier four-season resort community—Quechee Lakes. Inspired by a Connor Historic Federal farmhouse design, the home was constructed by a

Richard Higgerson Higgerson & Company

292 Hard Rd, Hartford, VT 05001
/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
/34
$239,900
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
220 Moses Ln, Royalton, VT 05068

Affordable Investment Opportunity Near VT Law School!This 3-bedroom, 2-bath home offers prime rental potential just minutes from Vermont Law School — perfect for investors targeting the steady student market. Set on nearly an acre (.90 acres) with beautiful riverfront views, this property combines income opportunity with scenic charm.Important to note: the home is located in a flood zone.

Harvey Roettinger RE/MAX North Professionals

220 Moses Ln, Royalton, VT 05068
/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
/60
$1,474,000
- 3 Beds
- 3.5 Baths
- 3,741 Sq Ft
118 Gills Rd, Bethel, VT 05032

Nestled on 13.8 acres of rolling woodland and open field, this property is sited at the beginning of a dead end road, ensuring peace and privacy, yet is only a stone's throw from (and has frontage on) paved North Road. A spacious mud room leads to an open kitchen with soapstone countertops and a dining area with wood stove and cathedral ceilings showcasing the post and beam construction of the

Tami Sullivan Snyder Donegan Real Estate Group

118 Gills Rd, Bethel, VT 05032
/5
$320,000
- Land
- 27 Acres
- $11,852 per Acre
00 Bradley Hill Rd, Norwich, VT 05055

Bradley Hill Road, one of Norwich's finest location! Come build your dream house on this quiet Vermont road. 27 Acres, mostly wooded with eastern exposure. Septic plan in place. Buyer is responsible for any Current Use withdrawal fees.

Amy Redpath Coldwell Banker LIFESTYLES - Hanover

00 Bradley Hill Rd, Norwich, VT 05055
/50
$595,000
- 3 Beds
- 3 Baths
- 3,157 Sq Ft
551 Vermont 12, Hartland, VT 05048

Make this beautiful, spacious hillside home with gorgeous views your own! Easy access to Woodstock, Lebanon and Hanover. Hartland VT has no zoning and school choice for high school. 2.68 acres offers very nice privacy, located at the end of a long driveway. This 2007 built raised ranch is in excellent condition. With new construction homes being scarce, this residence is like new! This home is

Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

551 Vermont 12, Hartland, VT 05048
/28
$549,000
- 2 Beds
- 1.5 Baths
- 1,381 Sq Ft
1165 Podunk Rd, White River Junction, VT 05001

This sweet cape is a Vermont gardener's paradise! With a great southern exposure and a cool stream nearby, the multiple berry, vegetable, and perennial gardens make living here a treat! The deck and screened-in gazebo offer extended outdoor gathering spaces to enjoy your sustainable harvest with friends and family. With many updates including: newer windows, on-demand hot water, new interior

Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

1165 Podunk Rd, White River Junction, VT 05001
/60
$699,000
- 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
/44
$450,000 Open Sun 12PM - 4PM
- 4 Beds
- 2.5 Baths
- 2,868 Sq Ft
332 Hidden Heights Rd, Chester, VT 05143

This charming multi-level home provides 4 bedrooms and a variety of places to find private space for quiet. Also a large open recreation room which includes a full size pool table/table tennis table and dry bar. Located just 3 miles from the charming Town of Chester. An easy drive to Bromley Mt, Magic Mt and Okemo, this makes a great home for an active family. Beautiful views from the deck

John Tolosky Barrett and Valley Associates Inc.

332 Hidden Heights Rd, Chester, VT 05143
/26
$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
$349,000
- 2 Beds
- 1.5 Baths
- 1,824 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
/54
$1,249,000
- 3 Beds
- 2.5 Baths
- 4,289 Sq Ft
33 Ferndale Dr, Bethel, VT 05032

Welcome to this exceptional Colonial post-and-beam home nestled off the scenic North Road in the heart of Barnard, Vermont. Thoughtfully designed and beautifully maintained, this three-bedroom, two-and-a-half-bath residence blends timeless craftsmanship with modern comfort across three spacious levels of living.Inside, warm wood tones and custom finishes create a welcoming atmosphere throughout.

Eric Johnston Four Seasons Sotheby's Int'l Realty

33 Ferndale Dr, Bethel, VT 05032
/38
$259,000
- 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
/37
$249,900
- 3 Beds
- 2 Baths
- 1,479 Sq Ft
182 Upper Round Top Rd Unit E, Plymouth, VT 05056

Sweet mountain 3 bedroom plus loft and 2 full bathrooms furnished and equipped townhouse vacation retreat with beautiful views located minutes to Killington or Okemo Mountain Resort. Offering very close access direct from the townhouse to VAST snowmobiling trails/hiking/mountain biking trails. There are superb lakes right down the road to kayak, swim and fish. The floor plan is open concept ideal

Will Spanos KW Vermont-Killington

182 Upper Round Top Rd Unit E, Plymouth, VT 05056
/15
$280,000
- Land
- 9 Acres
- $32,825 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
$210,000
- 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
/60
$50,000
- Land
- 5.00 Acres
- $10,000 per Acre
00 Boone Rd, Andover, VT 05143

Rustic Vermont Getaway | Off-Grid Land on Snowmobile TrailEscape to the peace and quiet of rural Vermont with this unique parcel of off-grid land, perfect for a seasonal retreat or outdoor adventure basecamp. It is located off a Class 4 road, this remote property offers an authentic back-to-nature experience—accessible only in the summer months and nestled directly on a maintained

Rachael Rogala Rachael Rogala Inc.

00 Boone Rd, Andover, VT 05143
/15
$255,000
- 2 Beds
- 1.5 Baths
- 1,043 Sq Ft
253 Old Quechee Rd Unit 4E, Hartford, VT 05001

Mill Run Condo, a QLLA property, is conveniently located close to the Upper Valley, Ski Resorts, Woodstock, and Dartmouth College. This condo features an open floor plan on the main level with a tree house feel from the deck that has views of the Ottauquechee River in the winter and is in the tree canopy in spring, summer, and fall. The kitchen is open to the dining room, with a wood stove. The

Dail Frates Snyder Donegan Real Estate Group

253 Old Quechee Rd Unit 4E, Hartford, VT 05001
/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
$1,495,000
- 4 Beds
- 4 Baths
- 3,669 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
/43
$469,000
- 3 Beds
- 2 Baths
- 1,761 Sq Ft
230 Bentley Rd, Hartford, VT 05001

This Quechee contemporary reflects a vision for a cozy cottage blending modern and natural design features. The stylish home offers a modern kitchen and an open living and dining area centered around a gas stove, perfect for gatherings, with a granite hearth, wood and slate tile floors throughout.A vaulted ceiling creates a private retreat feel for the primary suite, which features a walk-in tile

Heather Ashline BHHS Verani Upper Valley

230 Bentley Rd, Hartford, VT 05001
/60
$595,000
- 4 Beds
- 3 Baths
- 2,678 Sq Ft
20 Gully Rd, Woodstock, VT 05091

EXCEPTIONAL OPPORTUNITY IN WOODSTOCK, VT! - Classic Historic Vermont Farmhouse just outside of Woodstock Village! c.1903 Dormered Cape set on approx. 2.6 acres of level, open land bordered by a tranquil brook. The property offers a picturesque setting with extensive perennial gardens, a patio by the stream, firepits, covered front porch, rear porch, and deck—perfect for relaxing or entertaining.

John Bassette Bassette Real Estate Group

20 Gully Rd, Woodstock, VT 05091
/60
$630,000
- 5 Beds
- 5.5 Baths
- 5,478 Sq Ft
311 Old Route 12, Bethel, VT 05032

Tucked at the edge of a stunning park-like lawn, this spacious home offers both privacy and convenience—just minutes from the Barnard General Store, Silver Lake, Woodstock, and Bethel. Surrounded by landscaped grounds with ponds, rock walls, and gardens, it's a true Vermont retreat. Enjoy the peaceful setting from the deck or the covered porch.The sun-filled main level features a bright kitchen

Lucas deSousa Vermont Real Estate Company

311 Old Route 12, Bethel, VT 05032
/56
$1,650,000
- 7 Beds
- 5.5 Baths
- 5,790 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

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