Windsor County, VT Homes

/43
$2,600,000 Under Contract
- 4 Beds
- 3.5 Baths
- 3,998 Sq Ft
2 Pleasant St, Woodstock, VT 05091

2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state’s history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern

David Donegan Snyder Donegan Real Estate Group

2 Pleasant St, Woodstock, VT 05091
/16
$1,500 per month
- 1 Bath
- 936 Sq Ft
- House for Rent
1 Parker Ave, Ludlow, VT 05149

Looking for a distinctive office setting with personality and practicality? This beautifully maintained 1900s building offers a professional space unlike any other. Featuring elegant marble accents, rich woodwork, and high ceilings, it blends vintage charm with everyday functionality. Plenty of built-in storage and multiple flexible-use rooms make it ideal for small businesses, creative

Frank Provance Diamond Realty

1 Parker Ave, Ludlow, VT 05149
/56
$960,000 Sold Oct 29, 2025
- 2,668 Sq Ft
- $360/SF
- 113 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1990
32 Old Farm Rd, Norwich, VT 05055

Spring is in full bloom around this beautiful home in the desirable Old Farm neighborhood! With many spaces thoughtfully renovated in recent years by Riverlight Builders, this property features a stunning new kitchen with a center island with bar seating, Quartzite natural stone countertops, and high-end cabinetry, seamlessly open to the main floor living areas, making it ideal for entertaining

Evan Pierce Four Seasons Sotheby's Int'l Realty

32 Old Farm Rd, Norwich, VT 05055

/35
Est $597,507 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,146 Sq Ft
93 Blackbriar Rd, Woodstock, VT 05091

93 Blackbriar Rd, Woodstock, VT 05091

/32
$1,295,000
- 2 Beds
- 3.5 Baths
- 2,280 Sq Ft
33 Mountain Ave, Woodstock, VT 05091

Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner Estate. The spacious one-level design provides a seamless connection between the indoor and outdoor living space which includes two ensuite bedrooms, living/dining room with fireplace, kitchen, family room, office and attached one

Mary Mayhew Snyder Donegan Real Estate Group

33 Mountain Ave, Woodstock, VT 05091
/50
$6,569 per month
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
- Condo for Rent
90 Blueberry Hill Rd Unit ID1333647P, Bridgewater, VT 05035

Feel at home at Blueberry Hill Escape, a 1,560 sq ft home offering year-round fun with skiing, mountain biking, hiking, and leaf peeping. This home features 3-bedrooms and 2-bathrooms.This home features a 6-person hot tub, a 65" Roku TV, a fireplace and baseboard heating in winter, and a mini-split for cooling during the summer. The fully equipped kitchen includes a refrigerator/freezer,

90 Blueberry Hill Rd Unit ID1333647P, Bridgewater, VT 05035
/42
$627,500 Sold Oct 28, 2025
- 1,554 Sq Ft
- $404/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1900
11 1/2 Church St Unit 4, Woodstock, VT 05091

Downtown Woodstock Village – Perfectly situated in the heart of one of Vermont’s most picturesque towns, this stand-alone 2-bedroom, 2-bathroom cottage-style home offers both privacy and convenience. Part of a small, historic 4-unit condominium association, the property combines the character of the Village with the ease of shared ownership. An expansive lawn leads to frontage on the Ottauquechee

Susan Hickey Snyder Donegan Real Estate Group

11 1/2 Church St Unit 4, Woodstock, VT 05091

/40
Est $663,829 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
2124 Mount Hunger Rd, Bethel, VT 05032

2124 Mount Hunger Rd, Bethel, VT 05032

/34
$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
/8
$13,000 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
113 Trailside Rd Unit 123, Ludlow, VT 05149

This is an adorable-y re done 1 bedroom as far up Magic Mtn as you can get... essentially ski on ski off from your back deck. Great views up Mtn.. and 1 of only 3 units to have a wood burning fireplace.. so nice after a long day of skiing to have your own warm fire... total Vt charm. The Magic skiing and community is legendary... so fun, so friendly... and such an awesome Mtn to ski.. no lines,

Wilkie Bushby TPW Real Estate

113 Trailside Rd Unit 123, Ludlow, VT 05149
/2
$360,000 Sold Oct 28, 2025
- 1,304 Sq Ft
- $276/SF
- 41 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1979
231 Richardson Rd, Chester, VT 05143

This wonderful home has so much to offer! This property has many great features including a brand new roof just put on this summer, great large windows allowing nature light into the living space, a very large oversized Two car garage which also has a magnificent workshop with 220 electric already hooked up, wonderful garden areas with flowers and bushes and so much more! The property also

Thaddeus Abare Barrett and Valley Associates Inc.

231 Richardson Rd, Chester, VT 05143

/25
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

/31
$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
/28
$3,249 per month
- Studio
- 1 Bath
- 441 Sq Ft
- Condo for Rent
7137 Us-4 Unit ID1333657P, Bridgewater, VT 05034

Feel at home in the Long Trail Suite at The Bridgewater Inn, a private studio offering a perfect landing spot for your Central Vermont escape. This 400-square-foot studio is one of four and shares a communal hallway but is otherwise private.The suite features Vermont Long Trail-themed decor, a queen bed with clean linens, and a fully renovated bathroom with a standing shower. It also includes

7137 Us-4 Unit ID1333657P, Bridgewater, VT 05034
/39
$378,000 Sold Oct 28, 2025
- 1,899 Sq Ft
- $199/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1991
1577 Mount Hunger Rd, Bethel, VT 05032

Enjoy the serenity of country living in this 1991 log home located in Barnard VT. that has the highly regarded Barnard Academy for elementary school and the Woodstock Union Schools for middle school and high school. The home features lots of country charm and is sited on 2.6 acres that includes a pond and lots of sunny areas for gardens . The lower walk out basement could be finished into more

Carol Wood Williamson Group Sothebys Intl. Realty

1577 Mount Hunger Rd, Bethel, VT 05032

/39
Est $720,278 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,289 Sq Ft
1650 Quimby Mountain Rd, Sharon, VT 05065

1650 Quimby Mountain Rd, Sharon, VT 05065

/34
$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
/7
$2,800 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Apartment for Rent
479 Main St, Chester, VT 05143

UNIQUE SEASONAL RENTAL!!Located in the village of Chester. A short distance to several ski resorts and all conveniences. This beautiful apartment has a cozy cottage feel with its post and beam look and airy vaulted ceiling. Livingroom/Diningroom combo, Kitchen, Bedroom, Loft and 2 baths. All inclusive for $2,800.00 per month. Credit check and references required.

Team BVA Rentals Barrett and Valley Associates Inc.

479 Main St, Chester, VT 05143
/31
$307,000 Sold Oct 28, 2025
- 1,404 Sq Ft
- $219/SF
- 53 Days On Market
- 3 Beds
- 2 Baths
- Built 1998
130 Bryant Rd, Bethel, VT 05032

NEW ROOF and a Price improvement. This 3 bedroom, 2 bath mfg. home is located on a picturesque 9.9 acre lot and is absolutely stunning. It offers level fields, a bit of woods and close to the VAST trail system. If you are thinking horses, farming or just convenience to central Vermont, this is your place. Only 1.7 miles of dirt rd. driving. There is a chicken coop/small animal shed and a s mall

Rose Wright Vermont Heritage Real Estate

130 Bryant Rd, Bethel, VT 05032

/39
Est $809,889 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,985 Sq Ft
714 Beaver Meadow Rd, Norwich, VT 05055

714 Beaver Meadow Rd, Norwich, VT 05055

/35
$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

Mary Mayhew Snyder Donegan Real Estate Group

26 Mount Peg Rd Unit A, Woodstock, VT 05091
/52
$7,908 per month
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
- Condo for Rent
7137 Us-4 Unit ID1333617P, Bridgewater, VT 05034

Welcome to the historic Bridgewater House, a 2,000 sq ft home that sleeps up to 8. Feel at home in this property built in 1840 and originally known as The Furman House, best known for lending accommodations to Joseph M. McInerny, President Calvin Coolidge's official chauffeur, the night he was inaugurated as America's 30th President.This home features a spacious kitchen, a living area with a

7137 Us-4 Unit ID1333617P, Bridgewater, VT 05034
/56
$675,000 Sold Oct 28, 2025
- 3,032 Sq Ft
- $223/SF
- 47 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1850
2308 Quechee Main St, Hartford, VT 05001

Enjoy serene Vermont living in this well-maintained 4-bedroom, 2-bath home nestled just above the Ottauquechee River. With southwesterly views overlooking the water and onto the manicured fairways of the Quechee Club’s Lakeland Golf Course, this property offers a picturesque setting without being part of QLLA. The main house features 3 bedrooms—one conveniently located on the main floor and two

Colby Clarkson Roger Clarkson Realtor

2308 Quechee Main St, Hartford, VT 05001

/34
Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 1,927 Sq Ft
67 Granite Way Unit 3A, Hartford, VT 05001

67 Granite Way Unit 3A, Hartford, VT 05001

/41
$924,900
- 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 KW Vermont Woodstock

117 Horseshoe Dr, Brownsville, VT 05037
/25
$45,000 per month
- 3 Beds
- 2 Baths
- 1,531 Sq Ft
- Townhouse for Rent
100 Kettlebrook Rd Unit E2, Ludlow, VT 05149

Come enjoy your ski season at this 3 bedroom 2 full bath Kettlebrook Condo. Located just steps to Bull Run with direct access to the Sunburst Six Pack. You'll never have to hassle with the base area. Enjoy two wood burning fireplaces. One in the living room to get cozy with the family and the other in the intimate setting of the primary suite located in the lower walk/out level, which includes a

Frank Provance Diamond Realty

100 Kettlebrook Rd Unit E2, Ludlow, VT 05149
/60
$469,000 Sold Oct 27, 2025
- 1,578 Sq Ft
- $297/SF
- 20 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
474 Colonial Dr, White River Junction, VT 05001

Wonderfully maintained home in desirable neighborhood. Single-level living at it's best. Spacious open floor plan. Kitchen features ample cabinet and counter space that's perfect for entertaining. Nicely finished with granite countertops and tile flooring. Off the dining area is the three season porch. Tastefully finished to enjoy. The living room is perfect to enjoy a movie, visit with friends

Dorothy Griswold The Clerkin Agency, P.C.

474 Colonial Dr, White River Junction, VT 05001

/14
Est $360,531 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,116 Sq Ft
32 Route 103 S Unit C8, Ludlow, VT 05149

32 Route 103 S Unit C8, Ludlow, VT 05149

/50
$1,495,000
- 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
/9
$1,875 per month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
291 Moses Ln, Royalton, VT 05068

Property Id: 2149489Spacious lawn with fire pit/fire pit. Walking distance to Law School. Tenants pay utilities. High speed internet available.

291 Moses Ln, Royalton, VT 05068
/10
$200,000 Sold Oct 27, 2025
- Land
- 2.64 Acres
- $75,758 per Acre
- 242 Days On Market
00 Stagecoach Rd, Norwich, VT 05055

Building lot ready for construction. Vermont State Septic and Well permit on file. Septic design is a 4 bedroom gravity inground system. Power and EC Fiber on pole at land. Lot is gently slopping, lightly wooded and has good sunlight. Situated on private road with easy access to hiking, biking and recreation. Minutes to town, Dartmouth and the greater Upper Valley.

Linda White EXP Realty

00 Stagecoach Rd, Norwich, VT 05055

/18
Not Listed For Sale
- 1 Bed
- 1 Bath
- 880 Sq Ft
574 Willard Rd Unit 1A, Hartford, VT 05001

574 Willard Rd Unit 1A, Hartford, VT 05001

/55
$949,000
- 5 Beds
- 3 Baths
- 2,807 Sq Ft
157 Dartt Hill Rd, Bethel, VT 05032

Nestled on 102 acres in Bethel, Vermont, this property offers the perfect blend of privacy, natural beauty, and functionality. Rolling pastures, wooded trails, and breathtaking Green Mountain views create a serene backdrop for everyday living or a weekend retreat. The land is well-suited for equestrian or hobby farming pursuits, featuring multiple open fields, a four-stall run-in barn, and a

Eric Johnston Four Seasons Sotheby's Int'l Realty

157 Dartt Hill Rd, Bethel, VT 05032
/40
$40,000 per month
- 3 Beds
- 2.5 Baths
- 4,007 Sq Ft
- House for Rent
975 S Hill Rd, Ludlow, VT 05149

Come enjoy your ski season at this exceptional home located on prestigious South Hill. Pull right into the heated attached garage (no need for cleaning off the car on powder days!) then step into the big mudroom where you can store all of your gear, with washer/dryer and powder room. Now into the eat in kitchen with beautiful wood cabinetry and floors. The formal dining room is perfect for a nice

Frank Provance Diamond Realty

975 S Hill Rd, Ludlow, VT 05149
/15
$25,000 Sold Oct 25, 2025
- Land
- 1.28 Acres
- $19,531 per Acre
- 5 Days On Market
66 Meadow Ln, South Royalton, VT 05068

A beautiful, level, and wide-open lot in the desirable Meadows subdivision awaits your vision. With well-spaced neighbors, an approved 4-bedroom septic design, and easy road access, this property offers the ideal setting to build your new home. Located less than 1.5 miles from I-89, you’ll enjoy both convenience and tranquility—the best of both worlds.Thinking of a commute? You’re less

Franchesca Collins Hall Collins Real Estate Group

66 Meadow Ln, South Royalton, VT 05068

/21
Est $176,668 Not Listed For Sale
- Studio
- 1,500 Sq Ft
230 S Main St, Rochester, VT 05767

230 S Main St, Rochester, VT 05767

/53
$1,495,000
- 4 Beds
- 3.5 Baths
- 4,204 Sq Ft
411 Wood Rd, Hartford, VT 05001

Open House Sunday 10/12 from 11:00 to 1:00 - Set On 35 acres, This hilltop contemporary captures sweeping long-range views of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. With over 4,000 sq. ft. of finely crafted living space, the home showcases quality throughout - custom trim, warm wood and tile floors, radiant heat, and walls of glass designed to frame Vermont’s beauty

Sandy Reavill Real Broker LLC

411 Wood Rd, Hartford, VT 05001
/15
$3,000 per month
- 5 Beds
- 1 Bath
- 2,000 Sq Ft
- House for Rent
686 S Windsor St, Royalton, VT 05068

Property Id: 2002289This freshly painted single-family home is move-in ready and ideally located just 0.5 miles from Vermont Law School. Featuring a split-level layout, it offers a main floor with three handicap-accessible bedrooms, an open kitchen, dining area, and living room—plus direct access to a private deck, perfect for outdoor dining or relaxation.The finished basement

686 S Windsor St, Royalton, VT 05068
/25
$465,000 Sold Oct 24, 2025
- 1,366 Sq Ft
- $340/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1995
73 Iris Way, White River Junction, VT 05001

Welcome to Hemlock Ridge! Located at 73 Iris Way, this inviting home is part of a wonderful community and offers easy living in a peaceful setting. The property features 2 bedrooms and 2 full bathrooms, along with a spacious living area perfect for relaxing or entertaining. A laundry room/pantry adds convenience, while the direct-entry garage makes day-to-day living a breeze. Step outside to

Chuck Clifford Four Seasons Sotheby's Int'l Realty

73 Iris Way, White River Junction, VT 05001

/38
Est $718,863 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,888 Sq Ft
1432 Union Village Rd, Norwich, VT 05055

1432 Union Village Rd, Norwich, VT 05055

Showing Results 81 - 120, Page 3 of 18

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