35,885

Windsor, VT Homes

Section Image
    • /4

      Est $904,713 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft

      160 Solitude Rd Unit L104, Ludlow, VT 05149

      160 Solitude Rd Unit L104, Ludlow, VT 05149
  • /55

    $1,090,000

    • 5 Beds
    • 3.5 Baths
    • 2,434 Sq Ft

    80 Mountain View Dr, Ludlow, VT 05149

    Experience modern mountain living in this exceptional 5-bedroom, 4-bathroom contemporary home, perfectly situated in a prestigious Okemo Mountain neighborhood.The main level boasts an open-concept design with gleaming hardwood floors, encompassing a gourmet kitchen, dining area, and a striking living room featuring a floor-to-ceiling stone fireplace. Sliding glass doors open to a private

    Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

    80 Mountain View Dr, Ludlow, VT 05149
  • /55

    $722,000 Sold Jul 22, 2025

    • 2,110 Sq Ft
    • $342/SF
    • 229 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    45 Casper Ln, Weston, VT 05161

    This gorgeous high quality three-bedroom house with over 2100 of finished living space is situated on two beautifully landscaped acres in the special town of Weston. Located in the heart of ski country with four ski areas close by, this home has much to offer. The house has a wonderful feel of relaxation and welcoming. As a four-season destination, Weston and the surrounding area has much

    Chuck Sweetman Mary Mitchell Miller Real Estate

    45 Casper Ln, Weston, VT 05161
    • /36

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,660 Sq Ft

      267 Okemo Trailside Unit 29 B, Ludlow, VT 05149

      267 Okemo Trailside Unit 29 B, Ludlow, VT 05149
  • /60

    $695,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    691 Dartt Hill Rd, Bethel, VT 05032

    With long range views to Mount Moosilauke in NH, this property offers endless opportunities for either primary or vacation home use, short- or long-term rental potential, family legacy/ample guest spaces, or a home business to name a few of the possibilities. The charming 2-bedroom log home has been renovated with premier kitchen and bathroom finishes. Natural woodwork glows warmly throughout the

    Terry Davis Williamson Group Sothebys Intl. Realty

    691 Dartt Hill Rd, Bethel, VT 05032
  • /31

    $390,000 Sold Jul 22, 2025

    • 1,300 Sq Ft
    • $300/SF
    • 298 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    90 Kingfisher Rd Unit 2B, Quechee, VT 05059

    Welcome to beautiful Quechee Lakes! Located in the golf course and Lake Pinneo area, recreation is right outside your door. Features include: 2 very spacious en-suite bedrooms, large living room - perfect for entertaining, nicely appointed kitchen, and dining area, half bath on main level with laundry, and 2 fireplaces. A terrific condo with walking or golf cart accessibility to the courses,

    Mary Paino Coldwell Banker LIFESTYLES - Quechee

    90 Kingfisher Rd Unit 2B, Quechee, VT 05059
    • /19

      Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,355 Sq Ft

      440/442 Qtr I Jackson Gore Inn, Ludlow, VT 05149

      440/442 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /60

    $869,000

    • 4 Beds
    • 4.5 Baths
    • 4,088 Sq Ft

    1588 Austin Hill Rd, Rochester, VT 05767

    An iconic Robert Carl Williams design, completely reimagined by Robson Bilgen Architects in 1999, this one-of-a-kind masterpiece in Rochester’s Great Hawk community is a work of art inside and out. Perfectly sited on 2.7 acres of lush, landscaped grounds, it feels like a private sanctuary, with sweeping pagoda-inspired rooflines, recirculating ponds and waterfalls, dramatic stonework, and vibrant

    Kyle Kershner Killington Pico Realty

    1588 Austin Hill Rd, Rochester, VT 05767
  • /37

    $659,000 Sold Jul 21, 2025

    • 2,223 Sq Ft
    • $296/SF
    • 45 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1948

    18 Tilden Hill Rd, Norwich, VT 05055

    Nestled in a quiet, peaceful setting, this sweet Cape-style home offers the perfect blend of classic charm and modern comfort. Set on 2.3 private acres, the property provides ample space to enjoy Vermont’s natural beauty year-round. Step inside to an inviting open floor plan that flows seamlessly from the sun-filled living area to the dining space and spacious kitchen—ideal for both everyday

    Nan Carroll Coldwell Banker LIFESTYLES - Hanover

    18 Tilden Hill Rd, Norwich, VT 05055
    • /3

      Not Listed For Sale

      00 Weed Rd, Hartland, VT 05049

      00 Weed Rd, Hartland, VT 05049
  • /33

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    17 Vermont 12, Hartland, VT 05048

    1850 home re-furbished top to bottom for modern amenities with antique charm. New roof, floors, kitchen, bathrooms, windows, electrical, plumbing, and heating throughout. Very large flat yard located right downtown.

    Derek Eisenberg Continental Real Estate Group, Inc.

    17 Vermont 12, Hartland, VT 05048
  • /45

    $354,000 Sold Jul 21, 2025

    • 862 Sq Ft
    • $411/SF
    • 67 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    1226 E Ash Rd Unit L-33, Plymouth, VT 05056

    Enjoy all-season comfort in this spacious two-bedroom condominium at Hawk Resort, nestled in the picturesque lakes region between Killington and Okemo Mountain Resorts. Featuring over 1,700 square feet of living space, the main level offers an open living and dining area with warm wood flooring, an ensuite bedroom, a galley kitchen, a convenient half bath, and a lockout entry for winter warmth.

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1226 E Ash Rd Unit L-33, Plymouth, VT 05056
    • /8

      Not Listed For Sale

      • 8 Beds
      • 5 Baths
      • 3,482 Sq Ft

      104 Park St, Springfield, VT 05156

      104 Park St, Springfield, VT 05156
  • /49

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    1643 Hammond Hill Rd, West Windsor, VT 05089

    Welcome to your private 8-acre homestead retreat in West Windsor, where nature, comfort, and self-sufficiency come together for everyday adventure. Explore wooded trails, swim in your own peaceful pond, or sip your morning brew on the sunny coffee deck. Evenings shine around the single fire pit, while a handcrafted treehouse brings out the kid in everyone.Grow your own food with raised garden

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    1643 Hammond Hill Rd, West Windsor, VT 05089
  • /11

    $240,000 Sold Jul 21, 2025

    • 2,504 Sq Ft
    • $96/SF
    • 7 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1840

    338 Us Route 5 S, Windsor, VT 05089

    Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont’s historic birthplace. As you sip coffee in the sunlit kitchen, the Connecticut River glimmers across the street, promising a day of serenity. This -bedroom, 2-bath home, brimming with character, becomes your sanctuary.Upstairs, the tranquil bedrooms

    Kevin Holmes Blue Slate Realty

    338 Us Route 5 S, Windsor, VT 05089
    • /23

      Not Listed For Sale

      0 Carlton Hill Rd Unit 4670150, Woodstock, VT 05091

      0 Carlton Hill Rd Unit 4670150, Woodstock, VT 05091
  • /40

    $430,000

    • 2 Beds
    • 2.5 Baths
    • 1,445 Sq Ft

    110 Spaulding Rd Unit G-3, Cavendish, VT 05153

    If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with unsurpassed amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer and around the corner from charming, vibrant Proctorsville Green. This impeccable condo has been updated, well cared for and loved

    Frank Provance Diamond Realty

    110 Spaulding Rd Unit G-3, Cavendish, VT 05153
  • /60

    $1,350,000 Sold Jul 21, 2025

    • 3,741 Sq Ft
    • $361/SF
    • 83 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2003

    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
    • /21

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft

      242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149

      242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /37

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,541 Sq Ft

    106 Vermont Route 100, Weston, VT 05161

    This historic property located on Weston Island, the original settlement of the village of Weston, was once home to the area's beloved country doctor. Rich in antique farmhouse allure, it has been thoughtfully updated for modern living. The first floor features a generous mudroom, a living room with wide plank floors and wood stove, and a den with built ins and a wood burning fireplace that could

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    106 Vermont Route 100, Weston, VT 05161
  • /28

    $499,000 Sold Jul 21, 2025

    • 1,381 Sq Ft
    • $361/SF
    • 87 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    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
    • /37

      Est $231,199 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft

      76 Colonial Dr Unit 21, White River Junction, VT 05001

      76 Colonial Dr Unit 21, White River Junction, VT 05001
  • /2

    $475,000

    2577 Hartford Ave, Hartford, VT 05001

    Commercial lot - Approximately 1⁄2 acre lot that borders the I-91 highway between the Wilder, VT exit and the Hanover NH/Norwich VT exit. Located on route 5 approximately a quarter mile from Dothan Brook School and 3-4 miles from the Dartmouth green. Property is across the street from walking and biking path, and there is an Advanced Transit bus stop close by as well. There is a separate listing

    Jason Saphire www.HomeZu.com

    2577 Hartford Ave, Hartford, VT 05001
  • /25

    $145,000 Sold Jul 18, 2025

    • 1,742 Sq Ft
    • $83/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    7 Stardust Cir, Windsor, VT 05089

    Welcome to this spacious and well-maintained double-wide home located in a desirable age-restricted community in Weathersfield, Vermont. Offering 3 comfortable bedrooms and 2 bathrooms, this home provides an ideal blend of functionality and ease of living. The open-concept living and dining area is perfect for entertaining or relaxing, while the primary suite offers a private bath and

    Katie Ladue Gilbert KW Vermont Woodstock

    7 Stardust Cir, Windsor, VT 05089
    • /40

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,484 Sq Ft

      954 E Ash Rd Unit L-17, Plymouth, VT 05056

      954 E Ash Rd Unit L-17, Plymouth, VT 05056
  • /60

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,729 Sq Ft

    419 Baileys Mills Rd, Reading, VT 05062

    Welcome to this enchanting, historic Cape nestled on 75.56 pristine acres along the scenic Mill Brook. Ideally located just five miles from GMHA, the property spans both sides of Baileys Mill Road, offering abundant opportunities for equestrians, hobby farmers & nature lovers alike. The land is a rare mix of open pastures, mature woodlands, flowing streams, and panoramic valley views. A network

    Kate Jarvis Williamson Group Sothebys Intl. Realty

    419 Baileys Mills Rd, Reading, VT 05062
  • /21

    $189,945 Sold Jul 18, 2025

    • 1,012 Sq Ft
    • $188/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1961

    814 Ski Tow Rd Unit 3, West Windsor, VT 05037

    Discover this pleasant multi-level condominium offering a comfortable and versatile layout in a desirable Mt. Ascutney location. The home features a spacious open-concept living and dining area with soaring cathedral ceilings, and access to a covered porch—perfect for relaxing and taking in the surroundings. With 2 bedrooms, 2 full baths, and a versatile loft (not approved for sleeping per Fire

    Katie Ladue Gilbert KW Vermont Woodstock

    814 Ski Tow Rd Unit 3, West Windsor, VT 05037
    • /25

      Est $552,820 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft

      124 Village Ln, West Windsor, VT 05037

      124 Village Ln, West Windsor, VT 05037
  • /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
  • /2

    $175,000 Sold Jul 18, 2025

    • 827 Sq Ft
    • $212/SF
    • 42 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    116 Carley Rd, Springfield, VT 05156

    Enjoy the best of both worlds with this charming home near town yet with a country feel. Located in a peaceful neighborhood in Springfield Vermont this charming 2-bedroom, 1-bath home offers the perfect blend of quaint and convenience. Whether you're just starting out, downsizing, or looking for an easy-to-maintain getaway, this sweet spot checks all the boxes. Set on a manageable lot with just

    Daire Gibney Barrett and Valley Associates Inc.

    116 Carley Rd, Springfield, VT 05156
    • /29

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,063 Sq Ft

      1299 Quechee Main St Unit 2C, Hartford, VT 05001

      1299 Quechee Main St Unit 2C, Hartford, VT 05001
  • /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
  • /34

    $565,000 Sold Jul 18, 2025

    • 1,471 Sq Ft
    • $384/SF
    • 56 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1989

    31 Highland View Rd, Weston, VT 05161

    Welcome to your Vermont log home retreat, nestled on 3 serene, flat acres, this beautifully crafted log home with post-and-beam interior offers timeless charm and spacious living just minutes from downtown Weston and Londonderry.inside you are welcomed into a warm, open-concept layout where the living room, dining area, and kitchen flow effortlessly under wood-beamed ceilings. The main floor

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    31 Highland View Rd, Weston, VT 05161
    • /18

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft

      574 Willard Rd Unit 3 F, Hartford, VT 05001

      574 Willard Rd Unit 3 F, Hartford, VT 05001
  • /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
  • /53

    $862,000 Sold Jul 18, 2025

    • 4,020 Sq Ft
    • $214/SF
    • 63 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1850

    75 Baltimore Rd, North Springfield, VT 05150

    Welcome to Juniper Acres – Your Vermont Dream Awaits!Nestled on nearly 32 acres of peaceful countryside, this stunning Colonial Farmhouse offers room to grow, gather, and to roam. This fabulous family home blends timeless charm with thoughtful, modern updates featuring 5 bedrooms & 3 baths. Step inside and discover a spacious, sunlit interior designed for comfort and entertaining. The

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

    75 Baltimore Rd, North Springfield, VT 05150
    • /40

      Est $591,851 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,565 Sq Ft

      21 Sportsmen Cove, Hartland, VT 05048

      21 Sportsmen Cove, Hartland, VT 05048
  • /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
  • /2

    $275,000 Sold Jul 18, 2025

    • Land
    • 2.74 Acres
    • $100,365 per Acre
    • 15 Days On Market

    111 Wellington Dr, Hartford, VT 05001

    2.74 acre lot with a 20 x 60 building with a 36 x 24 attached shed. Heated building with large overhead door. Perfect for your equipment, storage space located in the R3 district. Old septic design and well on property. Level lot, located behind Merchant Brothers garage, road through Merchant brothers is part of this lot.

    Richard Ballou RE/MAX Upper Valley

    111 Wellington Dr, Hartford, VT 05001
    • /3

      Est $206,698 Not Listed For Sale

      1013 Malagash Rd, South Reading, VT 05153

      1013 Malagash Rd, South Reading, VT 05153

Showing Results 161 - 200, Page 5 of 18

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