Windsor County VT Homes for Sale

/56
$729,000
- 4 Beds
- 3.5 Baths
- 2,724 Sq Ft
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

Colby Clarkson Roger Clarkson Realtor

2308 Quechee Main St, Hartford, VT 05001
/50
$750,000
- 4 Beds
- 4 Baths
- 1,800 Sq Ft
477 Dunham Rd, Bethel, VT 05032

A work of modern art. Words cannot describe the feeling you get when your eyes settle on this amazing place. Future owners need only appreciate the unique, creative, and thought provoking touches in this very interesting home.The builder/owners have created a family atmosphere centered around the massive stone fireplace, maple floor, open kitchen with impressive island, dining area, and a

Dean Goulet Dunrovin Real Estate

477 Dunham Rd, Bethel, VT 05032
/52
$599,900
- 4 Beds
- 3.5 Baths
- 2,068 Sq Ft
266 Barlow Rd, Springfield, VT 05156

This beautiful property has so much to offer! This extremely well maintained home is both private and serene, tucked away on top of the world. Outside the home features, a large back deck, standing seam roof, expansive space for gardens and the privacy of 33.19+/- acres. Going inside the home features full picture windows allowing plenty of natural light, two Gas fireplaces perfect for

Thaddeus Abare Barrett and Valley Associates Inc.

266 Barlow Rd, Springfield, VT 05156
/49
$795,000
- 3 Beds
- 2.5 Baths
- 2,235 Sq Ft
228 Leonard Rd, Sharon, VT 05065

Welcome to your private Vermont retreat on nearly 24 acres of open meadows, woods, and a pristine spring-fed pond. Tucked away in complete seclusion and surrounded by 500 acres of undeveloped maple forest, this peaceful property offers unrivaled privacy and natural beauty. The charming 3-bedroom home features hardwood floors, a cozy wood stove, and a beautifully renovated kitchen with granite

Mandolyn McIntyre Real Broker LLC

228 Leonard Rd, Sharon, VT 05065
/52
$785,000
- 4 Beds
- 3.5 Baths
- 2,828 Sq Ft
119 Pine Hill Rd, Ludlow, VT 05149

Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy

Joseph Karl William Raveis Real Estate Vermont Properties

119 Pine Hill Rd, Ludlow, VT 05149
/19
$379,000
- 2 Beds
- 3 Baths
- 1,494 Sq Ft
1856 Quechee Main St Unit U7, Hartford, VT 05001

Charming Barn Conversion in the Heart of Quechee Village!!Welcome to this beautifully reimagined barn on Main Street, now home to thoughtfully designed condominiums that blend rustic character with modern convenience. This spacious unit features two primary ensuite bedrooms, a third full bathroom, a versatile loft, and in-unit laundry for easy living. Exposed beams and soaring ceilings

Megan Moseley Mint Real Estate Group

1856 Quechee Main St Unit U7, Hartford, VT 05001
/36
$799,900
- 4 Beds
- 4 Baths
- 1,960 Sq Ft
5 Malagash Rd, South Reading, VT 05153

Set on a spacious and level lot in the scenic countryside of Reading, Vermont, this raised ranch offers room to spread out both inside and out. With 4 bedrooms and 4 bathrooms, the home provides flexible living options across two levels—perfect for larger households, multi-generational living, or hosting guests. The bright main floor features an open layout with a comfortable living area, an

Katie Ladue Gilbert KW Vermont Woodstock

5 Malagash Rd, South Reading, VT 05153
/52
$625,000
- 4 Beds
- 3 Baths
- 1,905 Sq Ft
261 Hawk Spur Rd, Plymouth, VT 05056

Peaceful Retreat at Hawk Resort. Located on the west side of Hawk Resort, this home sits on a quiet, town-maintained road in a peaceful, wooded setting. The double lot offers privacy and potential for expanded views.The main level has an open layout with a stone wood-burning fireplace with efficient insert and glass sliders leading to a large deck. There is also a bedroom and full bath on

Debra Staniscia Four Seasons Sotheby's Int'l Realty

261 Hawk Spur Rd, Plymouth, VT 05056
/43
$420,000
- 2 Beds
- 2.5 Baths
- 1,445 Sq Ft
60 Spaulding Rd Unit J1, Cavendish, VT 05153

Nestled on a quaint hillside in the Okemo Valley, the Castle Hill Resort offers an abundance of amenities with ownership in the resort community. This rare two-bedroom condominium provides ample space for everyone with extra windows for light and views. This is rare as most buildings are Quad-plexes and this building is a top and bottom Duplex, sharing no walls with neighbors! Enjoy an on-suite

Joseph Karl William Raveis Real Estate Vermont Properties

60 Spaulding Rd Unit J1, Cavendish, VT 05153
/51
$649,000
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
162 Bear Hill Rd, Plymouth, VT 05056

Beautifully renovated 3-bedroom, 2.5-bath chalet perched on the slope of the former Plymouth Notch Ski Area. This move-in-ready home combines mountain charm with modern comfort. Interior upgrades include new flooring, fully renovated bathrooms, stylish lighting, and a refreshed kitchen with granite countertops, tile backsplash, pot filler, and all-new stainless steel appliances. The open-concept

Debra Staniscia Four Seasons Sotheby's Int'l Realty

162 Bear Hill Rd, Plymouth, VT 05056
/41
$745,000
- 5 Beds
- 2.5 Baths
- 2,717 Sq Ft
1134 Route 106, Reading, VT 05062

Timeless Stone Estate on 36 Acres with Modern Comforts & Rustic Elegance. Welcome to your private countryside retreat—an extraordinary 36-acre estate where historic charm meets modern-day living. Built in the 1800s and thoughtfully updated, this 5-bedroom, 2.5-bath stone home offers the kind of setting most only dream of: expansive rolling land, a private pond and multiple outbuildings for all

Kevin Barnes William Raveis Real Estate Vermont Properties

1134 Route 106, Reading, VT 05062
/43
$679,000
- 3 Beds
- 2 Baths
- 1,424 Sq Ft
108 Heritage Heights, Stockbridge, VT 05772

Welcome to your dream home in the heart of Vermont! ONLY MINUTES TO KILLINGTON MOUNTAIN RESORT. This stunning 3 bedroom, 2 bath home offers breathtaking views from many of the rooms of the house and the expansive deck allowing you to soak up the beauty of every season. The bright and airy open floor plan is perfect for both relaxing and entertaining. Walk into the spacious tiled mudroom, ideal

Katie McFadden RE/MAX North Professionals

108 Heritage Heights, Stockbridge, VT 05772
/56
$750,000
- 6 Beds
- 4 Baths
- 3,127 Sq Ft
8 Pond St, Ludlow, VT 05149

Village Charmer - Experience the allure of village living in the heart of Ludlow with this recently renovated 6-bedroom, 4-bathroom residence. Ideal for your comfort and convenience, the property is within walking distance of Ludlow's shopping and dining amenities and just a short drive (a few minutes) to the base of Okemo. Boasting not one, but two mudrooms, it provides ample space for all your

Sarah Sheehan William Raveis Real Estate Vermont Properties

8 Pond St, Ludlow, VT 05149
/46
$695,000
- 3 Beds
- 3.5 Baths
- 2,274 Sq Ft
5863 Vt Route 14, South Royalton, VT 05068

Overlooking the Second Branch of the White River, a farm field, and 1/2 acre island in the middle of the White River, this classic old cape dates back to the late 1700s. Previously known as the "Hop Vine Tea Room, when travelers stopped for food and refreshment, the dining hall still remains, dated kitchen, and even indoor plumbing. The many updates include plumbing, wiring, insulation,

Dean Goulet Dunrovin Real Estate

5863 Vt Route 14, South Royalton, VT 05068
/32
$349,000
- 3 Beds
- 2 Baths
- 1,872 Sq Ft
502 Lacross Rd, Springfield, VT 05156

Beautiful New Englander on two picturesque acres between Chester and Springfield, 5 minutes from local shopping and the hospital. The house sits on a quiet, paved and town-maintained road, with breathtaking views and wonderful privacy. Lots of flowers and berry bushes pepper an expansive and lovely lawn. Park your vehicles in a spacious 2-car electrified garage with an overhead storage area.

Glenn Olney Barrett and Valley Associates Inc.

502 Lacross Rd, Springfield, VT 05156
/20
$110,000
- 1 Bath
- 266 Sq Ft
32 Pond St Unit 4, Ludlow, VT 05149

Looking for a low-maintenance, inexpensive mountain getaway with great rental potential in the heart of the Ludlow Village? This efficient condo is located just minutes from Okemo Mountain and on the free village ski shuttle route—making it the ultimate in convenience for both owners and guests to park your car and stroll downtown to your favorite restaurant or shop. Inside you’ll find

Frank Provance Diamond Realty

32 Pond St Unit 4, Ludlow, VT 05149
/44
$545,000
- 4 Beds
- 2.5 Baths
- 1,674 Sq Ft
2110 Lynds Hill Rd, Plymouth, VT 05056

Wonderful location on over 14 acres with outstanding mountain views! Immediate access to VAST snowmobile trails and endless hiking/mountain biking trails. This 4 bedroom, 2 1/2 bath mountain contemporary chalet has an open concept floor plan with loads of glass to soak in the amazing views. Handsome fieldstone hearth with wood burning fireplace on the main living level. The primary bedroom with

Marni Rieger KW Vermont-Killington

2110 Lynds Hill Rd, Plymouth, VT 05056
/37
$459,000
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
96 Dairy Ln, Windsor, VT 05089

Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont’s natural beauty while being just minutes from town amenities, schools, and I-91.Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed

Katie Ladue Gilbert KW Vermont Woodstock

96 Dairy Ln, Windsor, VT 05089
/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
$185,000
- 3 Beds
- 1 Bath
- 960 Sq Ft
1514 Blackmer Blvd, Stockbridge, VT 05772

Don’t miss this opportunity to own a charming country home with great potential. Set on a quiet road in a sunny, open setting, this livable fixer-upper offers a solid foundation for your vision. The main level is fully functional and move-in ready, while the full walkout basement is framed and prepped for finishing—sheetrock is already on site, just waiting for installation. With a little effort,

Kyle Kershner Killington Pico Realty

1514 Blackmer Blvd, Stockbridge, VT 05772
/45
$319,000
- 3 Beds
- 1.5 Baths
- 1,813 Sq Ft
4457 Vt Route 14, South Royalton, VT 05068

A classic 1850 cape minutes from S. Royalton, home of VT Law & Graduate School, the well-stocked S. Royalton Market Food Coop, restaurants, and town center. A large ~1 acre lot with White River frontage. A wonderful aspect of this home is it has kept most of its original charm including wide pine plank floors, doors, and hardware. Enjoy spending time on the roomy, screened front porch just

Lorraine Checchi Coldwell Banker Hickok & Boardman / E. Montpelier

4457 Vt Route 14, South Royalton, VT 05068
/25
$195,000
- 2 Beds
- 1 Bath
- 1,152 Sq Ft
15 Randall St, Springfield, VT 05156

Nestled near the end of a quiet dead-end road, this Cape-style home offers both tranquility and convenience. Featuring beautiful oak hardwood floors, this property is filled with character and potential. The spacious deck invites you to enjoy outdoor living, while the attached 2-car garage adds both practicality and ease. Inside, the main level boasts a formal dining room, a cozy living room, and

Chelsea Richardson Barrett and Valley Associates Inc.

15 Randall St, Springfield, VT 05156
/35
$399,000
- 3 Beds
- 3.5 Baths
- 2,038 Sq Ft
1497 Route 100a, Plymouth, VT 05056

Talk about a convenient location! Central to Killington, Woodstock, and Ludlow. This home is absolutely suitable for full time living or vacation usage. Once upon a time, this was an old schoolhouse. Since then, it was reborn as a home. The floorplan is tremendously flexible with a den/office/TV room upstairs and down along with bedrooms both upstairs and down. A couple of really nice bay

Betty McEnaney Diamond Realty

1497 Route 100a, Plymouth, VT 05056
/29
$209,999
- 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 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 pets

Gabrielle Turco Kelley Real Estate, Inc.

9 Stryhas Trailer Ct, Ludlow, VT 05149
/39
$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 great mix of privacy, practicality, and convenience in the heart of Bethel. Inside, you'll find a functional layout with a spacious laundry room, a recently installed dishwasher, and a pellet stove that efficiently heats the entire home, with oil radiator heat as a backup option. The detached two-car garage

Jacob Barnes EXP Realty

36 Graham St, Bethel, VT 05032
/56
$1,950,000
- 3 Beds
- 3.5 Baths
- 1,844 Sq Ft
161 Fishing Access Rd, Ludlow, VT 05149

Spectacular Lakefront Living in Ludlow, Vermont. Welcome to your ultimate four-season escape — a rare lakefront treasure tucked at the end of a quiet private road on the peaceful Round Pond section of Lake Rescue. With a private swimming area and boat docks just steps from your door, this home offers unparalleled privacy, natural beauty, and direct water access. Take in panoramic lake views from

Katherine Burns William Raveis Real Estate Vermont Properties

161 Fishing Access Rd, Ludlow, VT 05149
/40
$1,650,000
- 4 Beds
- 3 Baths
- 2,619 Sq Ft
441 Spruce Way, Woodstock, VT 05091

441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzie and sited perfectly to take in south-facing long range mountain views. The house was designed to be perfect for two, with the primary bedroom suite on the main living level, yet with two bedrooms and a bath at the other end of

John Snyder Snyder Donegan Real Estate Group

441 Spruce Way, Woodstock, VT 05091
/34
$275,000
- 4 Beds
- 1.5 Baths
- 1,616 Sq Ft
10 Derby Ct, Springfield, VT 05156

This bright and inviting Gambrel home sits on a corner lot and offers a lovely, fenced backyard, to grow your garden, or play toss with the kids. This home features a welcoming, large foyer, a generous living room and a formal dining room for those family dinners. The kitchen features an island to enjoy the morning coffee. With four bedrooms 1 full bathroom and one 1.4 baths, there is plenty of

Carol Cole BHG Masiello Brattleboro

10 Derby Ct, Springfield, VT 05156
/26
$389,000
- 2 Beds
- 2.5 Baths
- 1,228 Sq Ft
66 Kingfisher Rd, Quechee, VT 05059

Immaculate 2BR, 2.5BA end unit being sold fully furnished in turn key condition located in the highly desirable Newton Village Condo Association. Within walking, biking or golf cart distance to Lake Pinneo and the Quechee Clubhouse. This condo offers an open floor plan on the main level with a good sized mudroom at the entryway, kitchen, dining, living room, half bath/laundry room. Upstairs is a

Herb Hart Quechee Lakes Real Estate Center

66 Kingfisher Rd, Quechee, VT 05059
/57
$1,800,000
- 4 Beds
- 4 Baths
- 2,310 Sq Ft
37 Village Center Rd Unit 4 Blue Spruce, Ludlow, VT 05149

SouthFace Village, Blue Spruce #4 is the newest development on Okemo Mountain. Discover the ultimate ski-in, ski-out living with this stunning 4-bedroom, 4-bathroom condominium nestled in the heart of a prestigious gated community with direct access to the Suncatcher Trail and Sunshine Chairlift Quad. This beautifully furnished home is designed for your comfort and enjoyment. Upon entering the

Joseph Karl William Raveis Real Estate Vermont Properties

37 Village Center Rd Unit 4 Blue Spruce, Ludlow, VT 05149
/13
$220,000
- 5 Beds
- 3 Baths
- 2,655 Sq Ft
30 Union St, Springfield, VT 05156

Well maintained 3plex located in a desirable quaint residential Springfield neighborhood with a NOI of over $28,000 and listed at over a 12%+ cap rate. This property features a desirable mix of spacious 2x2br/1ba and 1x1br/1ba, and a 5 car driveway. This building has been recently renovated and updated, and is 100% occupied. Current gross income is north of $44,000A new owner can step

Michael Gilman 3GEN Real Estate Inc

30 Union St, Springfield, VT 05156
/38
$69,900
- 1 Bed
- 2 Baths
- 957 Sq Ft
709/711 Qtr I Adams House, Ludlow, VT 05149

Adams 709/711 Qtr. I: Rare opportunity to own a top-floor 1-bedroom, 2-bathroom lockout unit in the sought-after Adams House at Jackson Gore. This spacious, slope-facing residence offers stunning mountain views and ultimate ski-in/ski-out convenience. This luxury one-bedroom condo sleeps 8 with the flexibility of a lock-out option. Features include two baths, including one with a jetted tub, two

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

709/711 Qtr I Adams House, Ludlow, VT 05149
/28
$249,000
- 1 Bed
- 1 Bath
- 816 Sq Ft
42 Heritage Condo Way Unit 16, Woodstock, VT 05091

OPEN HOUSE SAT AUG 2 FROM 10 - 12 Located less than 2 miles from the Woodstock Village Green, this immaculately maintained and move-in-ready condo offers comfort and convenience in a peaceful setting. Just eight steps down from the front foyer, the unit opens into a thoughtfully designed space ideal for single-level living.Inside, you’ll find laminate flooring throughout and a cozy

Franchesca Collins Hall Collins Real Estate Group

42 Heritage Condo Way Unit 16, Woodstock, VT 05091
/40
$219,000
- 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

Lindsay Cimadon

396 S Main St, Bethel, VT 05032
/24
$289,000
- 3 Beds
- 2 Baths
- 1,890 Sq Ft
89 Lyon Rd, South Royalton, VT 05068

A perfect ‘SoRo’ location, minutes from the charm of South Royalton Village and privacy off a dead -end road, make this country property a must see. The 2000+/- sqft of living space includes a large kitchen/family room, functional mudroom, office/study, large bedrooms, and two storage sheds on property. In warmer months, the large front deck provides additional living and entertaining space.

Seth Barbiero EXP Realty

89 Lyon Rd, South Royalton, VT 05068
/59
$439,000
- 4 Beds
- 2 Baths
- 2,264 Sq Ft
264 Elm Hill St, Springfield, VT 05156

This beautiful post and beam built, 4 bedroom, 2 bath 1791 farmhouse is the third oldest in the town of Springfield. Located at the top of Elm Hill with stone walls and hill views, is only one mile from the center of town. The main floor includes a nice workable kitchen with an adjoining sitting room with a wood stove and the triple window on the east provides full morning sun as you enjoy your

Carol Cole BHG Masiello Brattleboro

264 Elm Hill St, Springfield, VT 05156
/14
$249,000
- Land
- 6 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
/44
$410,000
- 3 Beds
- 2 Baths
- 1,304 Sq Ft
663 Depot St, Chester, VT 05143

Everything you’ve been looking for in a Vermont home—completely renovated with care and character. Nearly every aspect of this Chester property is new: electrical, plumbing, heating, insulation, drywall, windows, and more—offering the low-maintenance peace of mind homeowners crave. The kitchen features a stylish farmhouse sink and stone countertops, while the upstairs bathroom includes a

Betsy Adamovich Real Broker LLC

663 Depot St, Chester, VT 05143
/21
$395,000
- Land
- 146 Acres
- $2,711 per Acre
1498 N Hollow Rd, Rochester, VT 05767

145 acres of pristine Vermont wilderness, stewarded under a comprehensive forest management plan within the state’s Current Use Program—ensuring a healthy, sustainable forest, abundant wildlife habitat, and impressively low property taxes. Tucked away in the coveted North Hollow section of Rochester, this extraordinary parcel is threaded with miles of manicured walking trails that begin at a

Kyle Kershner Killington Pico Realty

1498 N Hollow Rd, Rochester, VT 05767
/48
$350,000
- 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

Showing Results 41 - 80, Page 2 of 14

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.