Windsor County VT Homes for Sale

/6
$185,000
- Land
- 4.3 Acres
- $43,023 per Acre
51 Loveland Rd, Norwich, VT 05055

Fantastic opportunity to build your dream home on this 4.3 -acre lot in Norwich, Vermont, complete with full architectural plans for the exact home the sellers were planning to build, as shown in the photos and renderings. The property has already undergone significant preparation, including completed building designs and preliminary plans for the water and septic system along with other

Spenser Molloy

Nexthome Modern Realty

(802) 214-8650

51 Loveland Rd, Norwich, VT 05055
/14
$158,000
- Land
- 16.5 Acres
- $9,576 per Acre
000 Chateauguay Rd, Barnard, VT 05031

Discover a rare opportunity to own a 16.5-acre land parcel nestled in the heart of Barnard, Vermont. This idyllic property features a perfect blend of cleared and wooded areas, providing endless possibilities for your dream home or retreat. Situated on a quiet, town-maintained road, this parcel offers both privacy and accessibility. Imagine waking up to serene pastoral views, surrounded by the

Susan Hickey

Snyder Donegan Real Estate Group

(802) 471-2770

000 Chateauguay Rd, Barnard, VT 05031
/2
$169,000
- 1,662 Sq Ft
32 Reed St, Springfield, VT 05156

Nice, neat 2-unit property with good rental history. Each unit has 2 bedrooms, 1 bath. Separate parking for both units and back yard for outdoor enjoyment. Property has been well maintained and could be converted into a one family if desired. Great income opportunity or great starter home if you are looking to get part of your mortgage paid by rental income.

Julie Buffum

Buffum Realty

(802) 471-3386

32 Reed St, Springfield, VT 05156
/5
$139,000
- 2,144 Sq Ft
73 Union St, Springfield, VT 05156

Nice sized in-town home and yard with large 2 car garage and shed. Lots of room for your toys. The home is currently a 2-unit home but was originally a single-family home and could be changed back into a one family without a lot of effort. Home does need some work so cash buyers only please. This could be your chance to get into rental business. Lots of possibilities for this home.Home is

Julie Buffum

Buffum Realty

(802) 423-2965

73 Union St, Springfield, VT 05156
/47
$1,895,000
- 3 Beds
- 1 Bath
- 1,708 Sq Ft
196 Cowdrey Outlook, Bethel, VT 05032

For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont’s most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows,

Susan Hickey

Snyder Donegan Real Estate Group

(802) 284-4197

196 Cowdrey Outlook, Bethel, VT 05032
/48
$500,000
- 3 Beds
- 3 Baths
- 1,826 Sq Ft
789 Hammond Hill Rd, West Windsor, VT 05089

"The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home

Ross Doody

Century 21 Highview Realty

(802) 523-2984

789 Hammond Hill Rd, West Windsor, VT 05089
/33
$399,000
- 3 Beds
- 2 Baths
- 2,446 Sq Ft
158 MacIntosh Hill Rd, Randolph, VT 05060

Charming 1820's antique farmhouse with handcrafted cabinets and wide board floors. The home has updated systems including Viessmann on demand water heater, holding tank, pressure tank, newer electrical. Fabulous upgraded bathroom. There is a space of many uses that could be a studio, master suite, in law/guest suite. Also the most lovely screened in back sitting porch overlooking the pastures.

Sherri McPhetres

Vermont Heritage Real Estate

(802) 499-2434

158 MacIntosh Hill Rd, Randolph, VT 05060
/3
$170,000
- Land
- 10.04 Acres
- $16,932 per Acre
00 Will Dean Rd, Springfield, VT 05156

Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.

Julie Buffum

Buffum Realty

(802) 327-7566

00 Will Dean Rd, Springfield, VT 05156
/17
$239,000
- 4 Beds
- 2 Baths
- 2,111 Sq Ft
135 Wall St, Springfield, VT 05156

Large, in town family home. Lots of room to spread out, 1st floor laundry, formal dining room, first floor bedroom, open second floor landing makes for a great space for a workspace, tv space or reading nook. All rooms are generous in size; large covered front porch makes for great place to hang out in rain or shine. Covered side entry into the home for convenience right off the driveway. Please

Julie Buffum

Buffum Realty

(802) 613-9305

135 Wall St, Springfield, VT 05156
/52
$275,000
- 3 Beds
- 2 Baths
- 1,785 Sq Ft
36 Graham St, Bethel, VT 05032

Tucked away on a quiet street just off Route 107, this 3-bedroom, 2-bath home offers a nice blend of privacy, convenience, and small-town living in the heart of Bethel. Recent interior painting and select updates provide a refreshed starting point, while leaving room for a buyer to make it their own. The functional layout includes a spacious laundry room and a cozy pellet stove that supplements

Jacob Barnes

EXP Realty

(802) 856-8883

36 Graham St, Bethel, VT 05032
/21
$75,000
- 1,440 Sq Ft
178 Church St, Bethel, VT 05032

Looking for a Summer Project? Put your ambition and skills to work in this unfinished, single-story 30' x 24'+ wood framed shell constructed with beefy rough-cut lumber. Electric service provided by Green Mountain Power (meter on building). Public water service to, and public sewage disposal from, are available on site. Currently, there is no electrical wiring, plumbing pipes, nor fixtures, but

Lori Holt

BHHS Vermont Realty Group/Montpelier

(802) 330-8205

178 Church St, Bethel, VT 05032
/54
$2,599,000
- 9 Beds
- 11 Baths
- 5,993 Sq Ft
41 Pleasant St, Woodstock, VT 05091

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

Jennifer Falvey

KW Vermont Woodstock

(802) 347-9544

41 Pleasant St, Woodstock, VT 05091
/60
$289,000
- 3 Beds
- 2 Baths
- 1,451 Sq Ft
29 Summer Hill St, Springfield, VT 05156

Delightful home located in a desirable residential area of town. This home is located right across from one of the town parks/playgrounds. Enjoy this light filled 2 story home featuring hardwood and tile floors on the first floor and warm and comfortable carpet on second floor bedrooms. A gas fireplace in the living room for the cool winter days will help to keep you cozy. Kitchen is nicely set

Julie Buffum

Buffum Realty

(802) 520-2696

29 Summer Hill St, Springfield, VT 05156
/38
$329,000
- 2 Beds
- 3.5 Baths
- 1,984 Sq Ft
974 Hard Rd Unit D6, Hartford, VT 05001

This 2BR, 3.5BA end unit condo offers fantastic meadow views from the back deck, living room and dining room. Located in a private, quiet and serene country setting yet within close proximity to all Quechee Club and Upper Valley amenities. The condo has been lovingly cared for and updated throughout. It offers ample size with three separate levels of living space. Upstairs are two good size

Herb Hart

Quechee Lakes Real Estate Center

(802) 392-0255

974 Hard Rd Unit D6, Hartford, VT 05001
/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

(877) 419-4767

505 Deweys Mills Rd, Hartford, VT 05047
/4
$160,000
- Land
- 6 Acres
- $26,667 per Acre
1901 Royalton Hill Rd, South Royalton, VT 05068

Great opportunity to turn this private lot into your dream Vermont retreat. Just 10 minutes from the highway. Current owner has started some clearing and land prep.

Steve Swanson

EXP Realty

(802) 215-3062

1901 Royalton Hill Rd, South Royalton, VT 05068
/2
$349,000
- Land
- 9.9 Acres
- $35,253 per Acre
00 Main St, Ludlow, VT 05149

LOCATION LOCATION LOCATION....options are unlimited for this large ready to develop parcel. Okemo Mountain views, level (and mostly cleared) parcel with MAJOR ROAD FRONTAGE! You can't beat the spot or the wonderful mountain view!** One of the owners is a licensed Vermont Real Estate agent.

Lisa Kelley

Cummings & Co

(802) 481-3958

00 Main St, Ludlow, VT 05149
/29
$349,000
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
447 Elm St, Chester, VT 05143

Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by

Lisa Kelley

Cummings & Co

(802) 200-2452

447 Elm St, Chester, VT 05143
/51
$849,000
- 3 Beds
- 3.5 Baths
- 2,992 Sq Ft
235 Main St Unit 2, Norwich, VT 05055

NORWICH GATEWAY - Welcome to townhome #2; spacious and modern within a coveted 5-unit community at the entrance to charming Norwich, VT. Lovingly maintained and move-in ready, this bright and cheery home offers an ideal blend of comfort, style, and convenience in one of the area’s most desirable locations. The thoughtfully designed three-level floor plan provides flexible living space, ideal for

Tyler Hall BHHS Verani Upper Valley

235 Main St Unit 2, Norwich, VT 05055
/28
$995,000
- 3 Beds
- 3.5 Baths
- 2,584 Sq Ft
26 Mount Peg Rd Unit C, Woodstock, VT 05091

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

Mary Mayhew Snyder Donegan Real Estate Group

26 Mount Peg Rd Unit C, Woodstock, VT 05091
/60
$899,000
- 6 Beds
- 6 Baths
- 5,497 Sq Ft
31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity! In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New

Kate Cassidy Four Seasons Sotheby's Int'l Realty

31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
/49
$1,595,000
- 5 Beds
- 3.5 Baths
- 3,648 Sq Ft
1522 Barnard Rd, Woodstock, VT 05091

Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont charm. The expanded chef’s kitchen opens to a gracious gathering room ideal for entertaining, while 3 fireplaces—wood-burning, brick, and gas-ready—provide cozy warmth throughout. Upstairs, find 3–4 bedrooms including one with its own fireplace, plus a private guest room or

Keri Cole Williamson Group Sothebys Intl. Realty

1522 Barnard Rd, Woodstock, VT 05091
/31
$1,195,000
- 3 Beds
- 3.5 Baths
- 2,385 Sq Ft
26 Mount Peg Rd Unit D, Woodstock, VT 05091

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

Mary Mayhew Snyder Donegan Real Estate Group

26 Mount Peg Rd Unit D, Woodstock, VT 05091
/35
$895,000
- 3 Beds
- 3.5 Baths
- 3,036 Sq Ft
580 Murphys Rd Unit 3B, Quechee, VT 05059

Experience quintessential Quechee living in this beautifully appointed 3-bedroom, 3.5-bath Fox Hollow condo. Ideally positioned overlooking Lake Pineo and the 12th hole of the Lakeland Golf Course, this home offers an exceptional blend of modern comfort and year-round recreation. Main Level Highlights:Enter through a charming garden terrace into a sun-drenched, open-concept living space. The

Dail Frates Snyder Donegan Real Estate Group

580 Murphys Rd Unit 3B, Quechee, VT 05059
/50
$1,395,000
- 4 Beds
- 2.5 Baths
- 2,710 Sq Ft
187 Hopson Rd, Norwich, VT 05055

This one-of-a-kind spacious home was designed by the architect, George T. Hathorn, and built by G.R. Porter and Sons - both of whom represent an era of home building quality unsurpassed to this day. As befits the climate, the centerpiece of this house is a woodstove, framed by a grand 3-story brick chimney and adjacent staircase – a unique layout that is both beautiful and wonderfully efficient

Zoe Hathorn Washburn Snyder Donegan Real Estate Group

187 Hopson Rd, Norwich, VT 05055
/60
$2,450,000
- 5 Beds
- 6 Baths
- 5,625 Sq Ft
16 Olcott Rd, Norwich, VT 05055

16 OLCOTT ROAD- Elegant, spacious, and immaculate reproduction colonial constructed by premier builder Douglas Gest in an idyllic location minutes to Norwich Village yet privately set with lovely westerly views. This gorgeous home is well-appointed, bright, and has fine finish work at every turn. The main level flows effortlessly from a spacious kitchen and pantry to open concept dining and

David Donegan Snyder Donegan Real Estate Group

16 Olcott Rd, Norwich, VT 05055
/44
$849,900
- 3 Beds
- 3 Baths
- 3,392 Sq Ft
117 Horseshoe Dr, Brownsville, VT 05037

Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

Katie Ladue Gilbert BHHS Verani Upper Valley

117 Horseshoe Dr, Brownsville, VT 05037
/60
$3,275,000
- 4 Beds
- 4.5 Baths
- 4,708 Sq Ft
207 Willey Hill Rd, Norwich, VT 05055

207 WILLEY HILL ROAD- Gorgeous, recently updated, sophisticated home a stone's throw away from Norwich, Hanover, Dartmouth College, and the best of the Upper Valley. Expertly renovated by renowned builders O’Hara & Gercke, the result is a seamless blend of luxury, charm, and comfort. The sunlit gourmet kitchen is both functional and elegant and commands breathtaking views of the pond, with an

David Donegan Snyder Donegan Real Estate Group

207 Willey Hill Rd, Norwich, VT 05055
/46
$8,000,000
- 3 Beds
- 3.5 Baths
- 6,096 Sq Ft
115 Eastman Rd, South Woodstock, VT 05071

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 Sotheby's International Realty

115 Eastman Rd, South Woodstock, VT 05071
/32
$1,195,000
- 3 Beds
- 3.5 Baths
- 2,592 Sq Ft
26 Mount Peg Rd Unit A, Woodstock, VT 05091

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

Mary Mayhew Snyder Donegan Real Estate Group

26 Mount Peg Rd Unit A, Woodstock, VT 05091
/31
$995,000
- 3 Beds
- 3.5 Baths
- 2,584 Sq Ft
26 Mount Peg Rd Unit B, Woodstock, VT 05091

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

Mary Mayhew Snyder Donegan Real Estate Group

26 Mount Peg Rd Unit B, Woodstock, VT 05091
/38
$795,000
- 4 Beds
- 3 Baths
- 2,099 Sq Ft
6077 Vt Route 12, Barnard, VT 05031

BARNARD VILLAGE CAPE- This elegant Cape sits in an ideal location in the idyllic village of Barnard, just a short walk to the Barnard General Store and Silver Lake. The perfect blend of original charm, sophistication, and modern amenities, the house is bright and welcoming with lovely natural woodwork and plenty of space for social gatherings or quiet privacy. A large central living room features

David Donegan Snyder Donegan Real Estate Group

6077 Vt Route 12, Barnard, VT 05031
/15
$237,000
- Land
- 226 Acres
- $1,049 per Acre
0 New Boston Rd, Thetford, VT 05074

The land's primary feature is its nearly 1/2 mile of river frontage at its northern end. Two old woods trails head to the river providing good access to this scenic water resource. Given the land’s access, distance to electric power, Restricted Use Area, and opposing solar array, the highest and best use is likely a camp/seasonal home development, recreation, and/or forest management. A meadow at

Thom Milke Fountains Land Inc.

0 New Boston Rd, Thetford, VT 05074
/8
$590,000
- Land
- 61.49 Acres
- $9,595 per Acre
0 Wild Apple Rd, Pomfret, VT 05067

One of the most sought-after locations in the Woodstock area, this 61-acre property is accessed off of Wild Apple Road with a building site oriented to the south and east. At 1,600 feet in elevation, it enjoys sweeping views of Killington, Mount Ascutney, and the surrounding hills. The land offers complete privacy with a blend of woodlands, open fields, a stream, and a pond site. Bordering the

Story Jenks LANDVEST

0 Wild Apple Rd, Pomfret, VT 05067
/10
$799,000
- Land
- 52.3 Acres
- $15,277 per Acre
00 Granite Ledge, Pomfret, VT 05059

Pristine land with views of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4and Quechee, the land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for pastoral

Keri Cole Williamson Group Sotheby's International Realty

00 Granite Ledge, Pomfret, VT 05059
/16
$3,150,000
- Land
- 506 Acres
- $6,225 per Acre
Markham Mountain, Andover, VT 05143

Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

Story Jenks LANDVEST

Markham Mountain, Andover, VT 05143
/41
$795,000
- 3 Beds
- 2.5 Baths
- 2,128 Sq Ft
115 Prior Rd, Cavendish, VT 05142

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

Glenn Olney Barrett and Valley Associates Inc.

115 Prior Rd, Cavendish, VT 05142
/60
$699,000
- 4 Beds
- 4 Baths
- 2,578 Sq Ft
78 Coopers Trace, Plymouth, VT 05056

Set in Hawk Resort, conveniently located between Killington and Okemo, this well-kept four-bedroom, four-bath home offers privacy, space, and easy access to Vermont’s best outdoor recreation. The main level features an open layout with cathedral ceilings, wide pine floors, and excellent natural light from large windows and skylights. A renovated kitchen and fresh interior paint give the home a

Debra Staniscia Four Seasons Sotheby's Int'l Realty

78 Coopers Trace, Plymouth, VT 05056
/44
$749,000
- 5 Beds
- 2.5 Baths
- 2,018 Sq Ft
51 High St, Ludlow, VT 05149

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 Jøtul

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

51 High St, Ludlow, VT 05149
/42
$625,000
- 5 Beds
- 2.5 Baths
- 2,204 Sq Ft
78 White Pines Rd, Proctorsville, VT 05153

Turnkey Vermont living starts here. Meticulously cared for and privately set—yet conveniently accessible—this contemporary home is packed with thoughtful updates and ready to enjoy from day one. The mechanicals as well as cosmetics have all been tended to with care. From the completely remodeled kitchen, new appliances, fully remodeled bathrooms including travertine tile and high-quality

Betty McEnaney Diamond Realty

78 White Pines Rd, Proctorsville, VT 05153

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