58

Homes for Sale in Windsor County VT with 4-Bedrooms

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  • /60

    $475,000

    • 4 Beds
    • 5 Baths
    • 3,036 Sq Ft

    7868 Pomfret Rd, North Pomfret, VT 05053

    CASH FLOW POSITIVE - PRICE REDUCTION! 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 1.84 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

    John Bassette Bassette Real Estate Group

    7868 Pomfret Rd, North Pomfret, VT 05053
  • /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
  • /60

    $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
  • /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
  • /37

    $985,000

    • 4 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1782 Randall Rd, Woodstock, VT 05091

    This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

    Wade Treadway Wade I Treadway Real Estate

    1782 Randall Rd, Woodstock, VT 05091
  • /37

    $349,000

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft

    1226 E Ash Rd Unit L-34, Plymouth, VT 05056

    PRICE IMPROVEMENT - Come take a look at these amazing views! Time to get the Fireplace crackling at this Mountain Retreat in Plymouth now that ski season is in full swing. This spacious four-bedroom, three-bathroom condo is nestled in the scenic hills of Plymouth, perfectly located between Killington and Okemo for easy access to world-class skiing, snowboarding and year-round mountain and lake

    Katie McFadden RE/MAX North Professionals

    1226 E Ash Rd Unit L-34, Plymouth, VT 05056
  • /54

    $685,000

    • 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
  • /45

    $739,000

    • 4 Beds
    • 2.5 Baths
    • 2,663 Sq Ft

    490 W Hill Rd, Ludlow, VT 05149

    From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

    Frank Provance Diamond Realty

    490 W Hill Rd, Ludlow, VT 05149
  • /60

    $2,295,000

    • 4 Beds
    • 4.5 Baths
    • 6,548 Sq Ft

    657 Town Farm Rd, Ludlow, VT 05149

    61 Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Less than 10 minutes to the Okemo ski area and the Ludlow village amenities, this luxury home has received numerous updates in the last several years.Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    657 Town Farm Rd, Ludlow, VT 05149
  • /60

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    5100 Route 100, Plymouth, VT 05056

    (Das Grünebergehaus) The Green Mountain House. First time offered on market since 1978. This gorgeous farmhouse, circa 1831, has been lovingly maintained & updated over the current owner's term of ownership. Previously owned by the Coolidge Family. During the years of Calvin Coolidge's presidency this home was used as a guest house for political figures to come & stay while visiting President

    Marni Rieger KW Vermont-Killington

    5100 Route 100, Plymouth, VT 05056
  • /51

    $649,000

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    35 Stevens Rd, Cavendish, VT 05142

    Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The back yard has lawn area with room for

    Betty McEnaney Diamond Realty

    35 Stevens Rd, Cavendish, VT 05142
  • /41

    $269,000

    • 4 Beds
    • 1 Bath
    • 1,554 Sq Ft

    2 Pond St, Ludlow, VT 05149

    This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the

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

    2 Pond St, Ludlow, VT 05149
  • /14

    $1,560,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,120 Sq Ft

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059

    To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels. The main floor includes kitchen, dining, and living areas with fireplace, along with a mudroom, half bath, and two bedrooms — each with a private full bathroom. The lower level features a garage or heated storage area, laundry and mechanical rooms, a family room, and two

    Richard Higgerson Higgerson & Company

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059
  • /37

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    40 Fenton Rd, Chester, VT 05143

    This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of

    John Napier TPW Real Estate

    40 Fenton Rd, Chester, VT 05143
  • /13

    $1,405,500 New Construction

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    4074 Tichenor Rd Unit 4074, Hartford, VT 05059

    To be built by Mountain Stream at Quechee Lakes, the Alder offers 2,277 square feet of thoughtfully designed living space across two levels. The main floor features a dramatic double-height living, dining, and kitchen area with fireplace and direct access to a terrace. This level also includes a primary suite, an additional bedroom with walk-in closet, mudroom, mechanical room, and half bath,

    Richard Higgerson Higgerson & Company

    4074 Tichenor Rd Unit 4074, Hartford, VT 05059
  • /13

    $1,525,500 New Construction

    • 4 Beds
    • 4 Baths
    • 2,752 Sq Ft

    5677 Hendee Way Unit 5677, Hartford, VT 05001

    To be built by Mountain Stream at Quechee Lakes, this expanded two-level Jasper model offers 2,752 square feet of contemporary living space with five bedrooms and four bathrooms. The main level features an open-concept living, dining, and kitchen area designed for everyday comfort and entertaining, highlighted by large windows that bring in natural light and connect the interior to the

    Richard Higgerson Higgerson & Company

    5677 Hendee Way Unit 5677, Hartford, VT 05001
  • /14

    $1,560,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,120 Sq Ft

    4070 Tichnor Rd Unit 4070, Hartford, VT 05001

    To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels. The main floor includes kitchen, dining, and living areas with fireplace, along with a mudroom, half bath, and two bedrooms — each with a private full bathroom. The lower level features a garage or heated storage area, laundry and mechanical rooms, a family room, and two

    Richard Higgerson Higgerson & Company

    4070 Tichnor Rd Unit 4070, Hartford, VT 05001
  • /48

    $6,750,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 5,087 Sq Ft

    412 Skyland Ln, Woodstock, VT 05091

    Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and

    Story Jenks LandVest, Inc/Woodstock

    412 Skyland Ln, Woodstock, VT 05091

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