Windsor County VT Homes for Sale with Garage

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  $198,500

  • 3 Beds
  • 3 Baths
  • 1,670 Sq Ft

  342 Jackson Gore Rd Unit 342/344 Q1, Ludlow, VT 05149

  Experience true slopeside living for a fraction of the cost with this quarter-share at Jackson Gore on Okemo—Unit 342/344 QIV. This spacious 3-bedroom, 3-bathroom condo sleeps up to 12 and features a lock-out design, allowing you to use one side and rent the other, use both, or rent both for maximum flexibility and income potential. Highlights include a fully equipped kitchen, two fireplaces,

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  342 Jackson Gore Rd Unit 342/344 Q1, Ludlow, VT 05149
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  $945,000

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  100 Pomfret Rd, Woodstock, VT 05091

  Charming, Unique, and Ideally Located! Welcome to 100 Pomfret Road—a beautifully updated farmhouse set on four level, picturesque acres just a short walk from Mt. Tom, Billings Farm, and the heart of downtown Woodstock. This rare find blends timeless character with everyday convenience in a peaceful, brookside setting.Inside, you’ll find a sun-drenched home featuring four

  Keri Cole Williamson Group Sothebys Intl. Realty

  100 Pomfret Rd, Woodstock, VT 05091
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  $829,000

  • 3 Beds
  • 2 Baths
  • 2,868 Sq Ft

  840 Sugar Hill Rd, Bethel, VT 05032

  Located at the end of a dead end road in Bethel, Vermont, this 129 acre property is totally unique in many ways. Comprised of acres of rolling hills with distant mountain views, a mature apple orchard, two water falls and acres of forest with extensive walking/ATV/horse trails. Several small streams meander through the property providing multiple great pond site opportunities. The main house and

  Stan Butler Four Seasons Sotheby's Int'l Realty

  840 Sugar Hill Rd, Bethel, VT 05032
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  $749,000

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  149 Arnold Rd, Bethel, VT 05032

  PRICE IMPROVEMENT-Motivated Seller!Charming Country Log Home on 35 Private AcresOffered for the first time on the market, this beautifully crafted 2012 log home offers the perfect blend of rustic charm and modern comfort. Thoughtfully designed, the home features 3 spacious bedrooms and 4 bathrooms, with flexible layout options to suit your lifestyle. Two generously sized bedrooms on the

  Eric Kenyon Rural Vermont Real Estate

  149 Arnold Rd, Bethel, VT 05032
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  $225,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  26 Hall St, Springfield, VT 05156

  Come visit this cozy 2-bedroom home on a very quiet street with very little traffic. This house has been owned by the same family since new in 1955! An ideal home for someone who wants easy access to living on one level, but if you need more room, there's a large open area in the basement that would make a great family room. You will love sitting in the peaceful back yard with a large screened in

  Glenn Olney Barrett and Valley Associates Inc.

  26 Hall St, Springfield, VT 05156
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  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  2032 Hartford Ave, Hartford, VT 05001

  Charming Cape in the Heart of Wilder Village. This delightful 3-bedroom, 2-bath home offers a flexible layout with hardwood, tile, and brand-new carpeting throughout. Thoughtful updates have already been made—just bring your vision for the finishing touches! Enjoy the convenience of a heated 2-car garage with additional storage above. Located within walking distance to the Connecticut River, ball

  Jeff Fogg Black House Real Estate

  2032 Hartford Ave, Hartford, VT 05001
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  $69,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  416 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn, Unit 416 Qtr. I Quarter Ownership - thirteen deeded weeks per year. This one-bedroom, top-floor location is awaiting your family! Its location faces east where you will watch spectacular morning sunrises while sipping on coffee from either your bedroom or living room. There are both hillside and valley views which lend to a peaceful and tranquil environment. With a sleeper

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

  416 Qtr I Jackson Gore Inn, Ludlow, VT 05149
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  $685,000

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  688 Hidden Heights Rd, Chester, VT 05143

  Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of

  Joseph Karl William Raveis Real Estate Vermont Properties

  688 Hidden Heights Rd, Chester, VT 05143
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  $219,000

  • 3 Beds
  • 1 Bath
  • 1,302 Sq Ft

  23 Southridge St, Springfield, VT 05156

  Come and take a look at this very inviting home that has been lovingly maintained by the current owner for 41 years! The yard is gorgeous with lots of flowers, berry bushes, rhubarb, ornamental trees and an apple tree, and there is good privacy to enjoy the quiet backyard. On the main level of the house to the nice roomy country kitchen, a dining room, and living room. Walk down the wide hallway

  Glenn Olney Barrett and Valley Associates Inc.

  23 Southridge St, Springfield, VT 05156
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  $667,500

  • 4 Beds
  • 3 Baths
  • 2,794 Sq Ft

  95 Church St, Chester, VT 05143

  Charming Renovated Farmhouse in the Heart of ChesterThis beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway.Inside, enjoy a spacious kitchen with custom

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

  95 Church St, Chester, VT 05143
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  $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, and

  Glenn Olney Barrett and Valley Associates Inc.

  502 Lacross Rd, Springfield, VT 05156
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  $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
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  $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
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  $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
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  $625,000

  • 3 Beds
  • 3 Baths
  • 1,152 Sq Ft

  37 Sargent St, Norwich, VT 05055

  Privacy and convenience all in one. This delightful home on .32 of an acre has both. Move right in to this 1969 built 3 bedroom 3 bathroom with a bonus room on the lower level and enjoy being so close to downtown Norwich, whilst being tucked away on the end of the cul sde sac that is Sargent St. Wood floors throughout, some under carpet. The kitchen is adjacent to dining room and spacious deck

  Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

  37 Sargent St, Norwich, VT 05055
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  $275,000 Open Sat 1:30PM - 3:30PM

  • 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
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  $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
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  $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
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  $1,400,000

  • 5 Beds
  • 5.5 Baths
  • 3,750 Sq Ft

  620 Old Weston Mountain Rd, Ludlow, VT 05149

  Refined Mountain Living Meets Timeless Craftsmanship. Conveniently located on coveted Old Weston Mt Road with huge long-distance views and an incredible, well-thought-out floor plan! A home where artisan details and design come together to create a warm, rustic luxury retreat. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings, a grand stone fireplace and a

  Joseph Karl William Raveis Real Estate Vermont Properties

  620 Old Weston Mountain Rd, Ludlow, VT 05149
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  $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
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  $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
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  $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
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  $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
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  $2,300,000

  • 4 Beds
  • 4.5 Baths
  • 2,948 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
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  $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
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  $379,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  34 Fox Chair Terrace, Springfield, VT 05156

  Welcome to 34 Fox Chair Terrace, a peaceful, private three-bedroom, two-bath home set on a full acre just minutes from downtown Springfield and charming Chester, Vermont. Tucked away in a quiet rural setting, this spacious property offers the best of both worlds: privacy and nature, with easy access to shopping, schools, the local hospital, and other area amenities.Step inside to find a

  Patrick Kelley Four Seasons Sotheby's Int'l Realty

  34 Fox Chair Terrace, Springfield, VT 05156
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  $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
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  $68,500

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  434 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn, Unit 434 QIV. Quarter Ownership. This top floor residence has beautiful valley facing views. Unit B Features: one bedroom with king bed, queen sleep sofa and queen wall bed, full kitchen, jetted tub, fireplace, entertainment center. This unit sleeps six and includes 1 locker for year round use. Other features include a large master bath offering his and her sinks, gas fireplace

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

  434 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149
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  $299,000

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  600 N Windsor St, South Royalton, VT 05068

  Just 3⁄4 of a mile from the heart of South Royalton and Vermont Law School, this versatile property offers tremendous rental potential with some TLC. With three separate units—each with its own private entrance—this is the perfect opportunity to renovate and generate strong rental income. The main unit in the house has 3 bedrooms and 1 1/2 baths. The second unit in the main house is a 1 bed 1

  Franchesca Collins Hall Collins Real Estate Group

  600 N Windsor St, South Royalton, VT 05068
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  $1,185,000

  • 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
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  $575,000 Open Sat 11AM - 1PM

  • 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
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  $450,000

  • 4 Beds
  • 2 Baths
  • 2,040 Sq Ft

  281 Evergreen Terrace, Springfield, VT 05156

  This delightful home is sure to please. Set in a lovely wooded cul-de-sac, surround yourself with lovely, terraced landscaping, stone walls and a peaceful wooded setting to while away the hours. This beautiful well cared home features many delightful settings. The living room features a cathedral ceiling and stone fireplace, with a wood stove insert, along with many windows to bring in the

  Carol Cole BHG Masiello Brattleboro

  281 Evergreen Terrace, Springfield, VT 05156
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  $1,750,000

  • 5 Beds
  • 4 Baths
  • 3,862 Sq Ft

  699 Spear Cemetery Rd, Reading, VT 05062

  Situated amongst the finest equine estates in the region, Tuacknback Farm is an iconic landmark, best known as the most popular hold along the famed Vermont 100 ride. Located on a scenic country road, accessing the most extensive trail systems in New England, the entire property was impeccably orchestrated for ease with direct walk-in access to the connected stable and hay loft, and a wide

  Danny Kogut Williamson Group Sothebys Intl. Realty

  699 Spear Cemetery Rd, Reading, VT 05062
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  $995,000

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft

  117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149

  Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and

  Katherine Burns William Raveis Real Estate Vermont Properties

  117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149
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  $230,000

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  442 Vermont 103, Chester, VT 05143

  Adorable Village Home in the Heart of Chester, VermontThis charming 3-bedroom, 1-bath home is packed with personality and Vermont village charm! Set on a sunny quarter-acre lot, this sweet property features an oversized deck perfect for summer barbecues, a great yard for play or gardening, and a convenient attached garage.Inside, you’ll love the warm, inviting living space with

  Rachael Rogala Rachael Rogala Inc.

  442 Vermont 103, Chester, VT 05143
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  $375,000

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  12 Meadow Dr, Springfield, VT 05156

  This delightful ranch home located in a desirable cul-de-sac neighborhood, is where you can enjoy a nice evening walk and chat with the neighbors. Enter from the front porch to the bright living room with a lovely fireplace and hardwood floors, to enjoy a fire on those cool evenings. The nice sized kitchen adjoins the lovely dining room which features easy access to the large screened-in porch,

  Carol Cole BHG Masiello Brattleboro

  12 Meadow Dr, Springfield, VT 05156
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  $2,190,000

  • 4 Beds
  • 3.5 Baths
  • 3,073 Sq Ft

  7 Norman Dr, Ludlow, VT 05149

  This is a rare opportunity to own a stunning year-round residence on the shores of Lake Rescue, nestled within a sought-after community that includes Okemo Mountain Ski Resort—offering the ultimate four-season lifestyle. Ideally located on the coveted east side of the lake, the home is perfectly positioned to capture afternoon sun and dramatic sunsets over the water.Beautifully landscaped

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

  7 Norman Dr, Ludlow, VT 05149
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  $1,275,000

  • 4 Beds
  • 3 Baths
  • 3,332 Sq Ft

  204 High Ridge Rd, Brownsville, VT 05037

  This hidden gem is one of the best kept secrets in West Windsor. Sited at the end of a private road with rolling green lawns, and a tree top view of Mount Ascutney, this lovingly stewarded home was impeccably constructed and orchestrated with flowing wide open, bright spaces. The perfect home for full or part time living, and entertaining. The living room is anchored by a painted brick Rumford

  Danny Kogut Williamson Group Sothebys Intl. Realty

  204 High Ridge Rd, Brownsville, VT 05037
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  $325,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  85 Slawson Rd, Weston, VT 05161

  This adorable Weston home offers more than meets the eye – come check it out! The house sits on just shy of 2.5 acres and is adjacent to thousands of conserved acres in the Okemo State Forest and the Mount Holly Conservation Trust. Slawson Road is a quiet neighborhood with a nice mix of primary and vacation homes, offering true peace and quiet, and is located almost equidistant to Weston and

  Claudia Harris Mary Mitchell Miller Real Estate

  85 Slawson Rd, Weston, VT 05161
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  $265,000

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft

  643 Vermont 12, Hartland, VT 05048

  ** PRICE REDUCTION** Charming and affordable home on a level 1-acre lot with open yard lined with mature trees and a serene wooded backdrop. This expanded ranch offers 2 bedrooms and 1 full bath, with a practical layout including first-floor laundry and a spacious second-floor bedroom addition. Originally built in 1940 with an upstairs expansion in the 1980s, the home features a drilled well,

  John Bassette Bassette Real Estate Group

  643 Vermont 12, Hartland, VT 05048

Showing Results 41 - 80, Page 2 of 6