2,137

Cuttingsville, VT Homes

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  • /60

    $365,000

    • 3 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1739 Vermont 140, Wallingford, VT 05742

    Welcome to the best of both worlds- a magical property with its own babbling brook, private, yet easy access to plowed roads and town conveniences. This 1,905 sq/ft 11⁄2 level cape has it all- 3 bedrooms, 3 bathrooms, tasteful updates with 1950's charm, tons of living space and a 2 car garage. While the style and livability of the house itself are perfect, the outdoor living areas are the

    Agent Photo

    KC Gandee

    Real Broker LLC

    (802) 444-8165

    1739 Vermont 140, Wallingford, VT 05742
  • /8

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Condo for Rent

    202 Bill Fox Rd Unit Upstairs, Wallingford, VT 05742

    Property Id: 2132246Furnished, 2bedroom, 1 bath located 15 miles to either Ludlow or Rutland VT. Close to Okemo mountain and easy drive to Killington, Pico, Bromley or Stratton.

    202 Bill Fox Rd Unit Upstairs, Wallingford, VT 05742
  • /46

    $350,000 Sold Sep 12, 2025

    • 1,672 Sq Ft
    • $209/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    378 Sunny Hill Dr, North Clarendon, VT 05759

    Welcome to your own slice of Vermont countryside! This inviting 3-bedroom, 2-bathroom cape-style home is set on nearly 2 peaceful acres in scenic Clarendon, Vermont. Offering the perfect balance of privacy and convenience. From the moment you arrive, you’ll appreciate the classic curb appeal, mature trees, and expansive yard—ideal for gardening, outdoor fun, or simply soaking up the serene

    Rhonda Nash Welcome Home Real Estate

    378 Sunny Hill Dr, North Clarendon, VT 05759
    • /36

      Est $394,431 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,697 Sq Ft

      718 Northam Rd, Cuttingsville, VT 05738

      718 Northam Rd, Cuttingsville, VT 05738
  • /53

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    71 Cobb Ln, Clarendon, VT 05759

    Step into timeless elegance with this single-level, 3-bedroom, 2-bathroom home set on 3 acres of picturesque Vermont countryside. Thoughtfully designed and built with uncompromising quality, this residence blends sophistication with everyday comfort. The interior boasts gorgeous flooring, a chef’s kitchen with granite countertops, rich cherry cabinetry, detailed tile work, and high-end finishes

    David Lafontaine Welcome Home Real Estate

    71 Cobb Ln, Clarendon, VT 05759
  • /57

    $543,500 Sold Sep 10, 2025

    • 3,360 Sq Ft
    • $162/SF
    • 41 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1997

    2351 Sugar Hill Rd, East Wallingford, VT 05742

    Peace, Privacy, and Possibilities on 12 Secluded Acres. Tucked away on a quiet country road, this beautifully updated home offers the perfect blend of modern convenience and natural serenity. The brand-new, state-of-the-art kitchen features sleek stainless steel appliances, custom cabinetry, and elegant finishes—ideal for both casual meals and entertaining. Hardwood floors flow throughout the

    Mendi Michael Engel & Völkers Okemo

    2351 Sugar Hill Rd, East Wallingford, VT 05742
    • /31

      Est $390,775 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,400 Sq Ft

      741 Wilderness Rd, Cuttingsville, VT 05738

      741 Wilderness Rd, Cuttingsville, VT 05738
  • /45

    $750,000

    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft

    38 Paradise Ln Unit PVT, Mount Holly, VT 05758

    This....could be your 'Family Compound' with room to grow...into...& to finish out space(s) too!Immaculate, move in conditioned property with recent upgrades & improvements (full list attached).This four bedroom, three bath contemporary is situated on 10+ acres providing privacy in a tranquil, wooded setting. Main floor features a spacious, eat-in kitchen with abundant natural

    Robert Balewicz Evergreen Realty of Vermont

    38 Paradise Ln Unit PVT, Mount Holly, VT 05758
  • /60

    $675,000 Sold Aug 29, 2025

    • 2,960 Sq Ft
    • $228/SF
    • 193 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    256 Bowlsville Rd S, Mount Holly, VT 05742

    Peaceful Country Setting. This tri-level home on 11 acres sits privately in the heart of Mt. Holly and within 15 minutes of Okemo Mountain Resort, Ludlow village, golf, and the lakes region. With 4 bedrooms and 4 bathrooms this sweet and light filled property has so much to offer. It includes an open floor plan on the main living space, roomy kitchen, living room with a wall of windows and

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    256 Bowlsville Rd S, Mount Holly, VT 05742
    • /13

      Not Listed For Sale

      8773 Cold River Rd, Cuttingsville, VT 05738

      8773 Cold River Rd, Cuttingsville, VT 05738
  • /36

    $1,350,000

    • 6 Beds
    • 3 Baths
    • 3,584 Sq Ft

    96 Tabor Rd, Cuttingsville, VT 05738

    The ultimate Vermont retreat - private setting with 93.4 acres across 3 subdivided lots, featuring miles of trails, 3 ponds (one with beach area within view of house, another stocked pond with zipline), fruit trees, gardens, and open fields for year-round recreation. This 6BR, 3BA home includes a stunning two-story recent addition with 3 upstairs bedrooms and a light-filled main-level bonus room

    Kim Prins Four Seasons Sotheby's Int'l Realty

    96 Tabor Rd, Cuttingsville, VT 05738
  • /37

    $415,000 Sold Aug 22, 2025

    • 2,758 Sq Ft
    • $150/SF
    • 222 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    888 Middle Rd, North Clarendon, VT 05759

    Discover a truly unique residence that combines coziness with custom craftsmanship in every corner. This quaint home has been transformed into a custom-built and expansive retreat that features 3 bedrooms, 2 bathrooms, a spacious and inviting family room, an office with a private entrance and much more. For those seeking solitude or a quiet space to work, a private library awaits. Designed for

    Joshua Lemieux Remax Summit

    888 Middle Rd, North Clarendon, VT 05759
    • /27

      Est $304,005 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,444 Sq Ft

      497 E Clarendon Rd, North Clarendon, VT 05759

      497 E Clarendon Rd, North Clarendon, VT 05759
  • /60

    $779,000

    • 5 Beds
    • 3.5 Baths
    • 4,422 Sq Ft

    24 Spring Lake Rd, Cuttingsville, VT 05738

    Step inside this fully furnished 1782 Federal — once a storied tavern, now a completely reimagined, stunning 1782 Federal home offering 5 bedrooms and 3.5 baths on 20+/- scenic acres! The welcoming entry/study has a classic Vermont hearth and adjoins a first floor ensuite bedroom with soaring ceilings, a dramatic arched window, skylights and an elegant woodburning fireplace. A generous living

    Geralyn Donohue Engel & Völkers Okemo

    24 Spring Lake Rd, Cuttingsville, VT 05738
  • /23

    $175,000 Sold Aug 21, 2025

    • 1,212 Sq Ft
    • $144/SF
    • 64 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    6720 Vt Route 103, Cuttingsville, VT 05738

    Set on 2.5 acres with river frontage, this 3-bedroom, 1-bath single-family home offers a rare mix of country charm and convenience. Located on a main road for easy access to local amenities, this property also provides a backyard retreat with direct access to the river—perfect for relaxing and enjoying nature. Inside, the home features the convenience of single-level living, including a large

    Hughes Group Team Casella Real Estate

    6720 Vt Route 103, Cuttingsville, VT 05738
    • /33

      Est $194,730 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      76 Depot St, Wallingford, VT 05773

      76 Depot St, Wallingford, VT 05773
  • /28

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    996 Lincoln Hill Rd, Cuttingsville, VT 05738

    Light and Bright Move-In Ready Home perched atop 29.5 Acres with Fabulous Views. Picture yourself living on your own hilltop, overlooking the Appalachian Trail with unmatched 180-dree views. Spring and Summer burst with color in planned gardens and beds of wildflowers. Fall season shocks with vibrant maple leaves. Winter settles in and you are within 20 minutes of Okemo Ski Resort and 45 minutes

    Jason Saphire www.HomeZu.com

    996 Lincoln Hill Rd, Cuttingsville, VT 05738
  • /43

    $380,000 Sold Aug 13, 2025

    • 1,904 Sq Ft
    • $200/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1014 Gates Rd N, Mount Holly, VT 05730

    Charming Country Colonial is set back from the road for privacy and overlooks a small pond. Main level bedroom suite with bath. Open concept living and dining. Basement with a workshop area plus 2 garages! Wrap around deck offers mountain and pond view. 10+- wooded acres with 2 ponds. Comes with some furniture and additional items a buyer might use.

    Don Eatmon Kelley Real Estate, Inc.

    1014 Gates Rd N, Mount Holly, VT 05730
    • /38

      Est $641,878 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,522 Sq Ft

      4751 Route 140 E, East Wallingford, VT 05742

      4751 Route 140 E, East Wallingford, VT 05742
  • /60

    $1,350,000

    • 8 Beds
    • 5 Baths
    • 4,611 Sq Ft

    882 Mitchell Rd, Cuttingsville, VT 05738

    Reduced! One of a kind property in Shrewsbury with a renovated four bedroom 1812 Colonial and a four bedroom converted Barn with an in-law-suite that has provided an Airbnb income. All on 137 acres enrolled in the VT Land Trust and Land Use programs, as well as a Forest Management Plan. A sloping terrain and open pastures provide easterly VIEWS of the Taconic mountains for watching the seasons

    Sandi Reiber Four Seasons Sotheby's Int'l Realty

    882 Mitchell Rd, Cuttingsville, VT 05738
  • /46

    $848,500 Sold Jul 25, 2025

    • 2,575 Sq Ft
    • $330/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    653 Maranville Rd, East Wallingford, VT 05742

    Discover your dream sanctuary in this breathtaking stone and timber frame masterpiece nestled on 13.5 acres of stunning natural beauty! Imagine waking up to panoramic views every day, surrounded by gorgeous gardens, a serene pond, and charming gazebo perfect for soaking in tranquility. Exterior features include a large barn for toys, tools or animals, some raised garden beds, fencing and large

    Lisa Kelley Cummings & Co

    653 Maranville Rd, East Wallingford, VT 05742
    • /19

      Est $260,099 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,870 Sq Ft

      144 School St, Wallingford, VT 05773

      144 School St, Wallingford, VT 05773
  • /58

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft

    580 Sugar Hill Rd, Wallingford, VT 05773

    Welcome to your dream equestrian estate!! This beautiful property is located in the heart of the Green Mountains and borders the Green Mountain National Forest along with the Long Trail (Appalachian Trail) with a perpetual easement for use of up to 20 more acres! This cape style home offers a great country kitchen with an open concept into the living room, three nice size bedrooms and a

    Rhonda Nash Welcome Home Real Estate

    580 Sugar Hill Rd, Wallingford, VT 05773
  • /60

    $2,450,000 Sold Jul 09, 2025

    • 6,176 Sq Ft
    • $397/SF
    • 255 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2012

    2210 Sugar Hill Rd, East Wallingford, VT 05742

    Exceptional 6,000sqft timber frame sited on 27 secluded acres. This meticulously maintained, 5-star plus energy-rated home offers pretty mountain views from nearly every room. The 2-story great room features a soaring stone fireplace and floor-to-ceiling windows. Kitchen boasts a double oven, induction cooktop, granite center island, and rich cherry cabinetry. Dining room includes a built-in

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    2210 Sugar Hill Rd, East Wallingford, VT 05742
    • /40

      Est $396,075 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,768 Sq Ft

      1735 Vt Route 103, Cuttingsville, VT 05738

      1735 Vt Route 103, Cuttingsville, VT 05738
  • /14

    $119,500

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    2944 Vermont 103, Shrewsbury, VT 05738

    This manufactured home offers 3 bedrooms/2.5 bathrooms with 1,680 sq. ft. of living space. The kitchen includes wooden cabinets and a mini-bar counter, while the living area features a fireplace and window unit A/C. Vinyl flooring runs throughout the home, with carpeted bedrooms and a dedicated laundry area. The property sits on 21.9 acres and is partially fenced with wire. The front entry

    Derek Greene Derek Greene

    2944 Vermont 103, Shrewsbury, VT 05738
  • /22

    $339,000 Sold Jul 01, 2025

    • 1,612 Sq Ft
    • $210/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    67 Hull Ave, Wallingford, VT 05773

    This charming home is conveniently located in the village/town of Wallingford and is walking distance from the school, recreation fields, stores, and restaurants. This home is on a large lot with plenty of area for gardens and outside activities. The home has been renovated and has a very nice floor plan and beautiful kitchen. The primary bedroom, with its own bathroom, is located on the first

    Ed Patch Century 21 Premiere Properties-Rutland

    67 Hull Ave, Wallingford, VT 05773
    • /27

      Est $506,167 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,296 Sq Ft

      126 White Rocks Picnic Rd, Wallingford, VT 05773

      126 White Rocks Picnic Rd, Wallingford, VT 05773
  • /27

    $598,000

    • 5 Beds
    • 3 Baths
    • 3,040 Sq Ft

    77 Belmont Rd, Mount Holly, VT 05758

    Discover this exceptional multi-family property offering three updated units, just 7.2 miles from the world-renowned Okemo Mountain Resort. Featuring two spacious 2-bedroom units and one charming 1-bedroom unit, this property is perfect for an owner-occupant seeking supplemental income or an investor looking for strong rental potential in a highly desirable location. Each unit has been

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    77 Belmont Rd, Mount Holly, VT 05758
  • /40

    $290,000 Sold Jun 27, 2025

    • 2,172 Sq Ft
    • $134/SF
    • 106 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    812 Middle Rd, North Clarendon, VT 05759

    Come see this newly renovated bilevel home that features 2 bedrooms and 2 full bathrooms on a 0.71 acre lot. The extensive updates include new kitchen cabinets, countertops and appliances. Both bathrooms have new tubs, showers, fixtures, vanities, sinks, faucets, and toilets. All new windows, interior and exterior doors, trim, heat registers, light fixtures. The entire home has been freshly

    Mark Duchaine, Jr. BHHS Vermont Realty Group/S Burlington

    812 Middle Rd, North Clarendon, VT 05759
    • /30

      Est $373,925 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,452 Sq Ft

      30 High St, Wallingford, VT 05773

      30 High St, Wallingford, VT 05773
  • /60

    $1,950,000

    • 6 Beds
    • 5 Baths
    • 4,719 Sq Ft

    1204 Bailey Rd, Cuttingsville, VT 05738

    Welcome to Salt Ash Farm, a secluded treasure in the hills of Vermont on 97 +/- acres. This incredible 6 bedroom, 5 bath home has been thoughtfully expanded and updated over the years and offers a unique blend of classic, rustic and contemporary features. The aura that resonates is peace and tranquility. A spacious well-appointed kitchen has floor to ceiling windows to take in the majestic view.

    Geralyn Donohue Engel & Völkers Okemo

    1204 Bailey Rd, Cuttingsville, VT 05738
  • /42

    $490,675 Sold Jun 19, 2025

    • 3,513 Sq Ft
    • $140/SF
    • 11 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1849

    56 N Main St, Wallingford, VT 05773

    CHERISHED FOR OVER 50 YEARS —Step into history with this treasured 1849 village home, once the childhood residence of Paul Harris, founder of Rotary International. Spanning over 3,500 square feet, this grand property showcases the craftsmanship of a bygone era. Rich wood floors, elegant built-ins, and a stately fireplace that invites you to curl up with a good book. Set on an oversized,

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    56 N Main St, Wallingford, VT 05773
    • /40

      Est $1,004,327 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,472 Sq Ft

      155 Fieldstone Way, East Wallingford, VT 05742

      155 Fieldstone Way, East Wallingford, VT 05742
  • /60

    $110,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    11 Sharon Ln, Mount Holly, VT 05730

    Charming Vermont Cabin with Mountain Views - Ready for Your Personal Touch!Nestled on a private one-acre lot in Mount Holly, this 2-bedroom, 1-bathroom cabin offers rustic charm and renovation potential. Set among mature trees on a peaceful dirt road, minutes from Okemo Mountain Resort.Highlights: Solid concrete foundation, beautiful exposed-beam interior, functional kitchen with

    Rachael Rogala Rachael Rogala Inc.

    11 Sharon Ln, Mount Holly, VT 05730
  • /57

    $649,000 Sold May 19, 2025

    • 4,195 Sq Ft
    • $155/SF
    • 134 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    5601 Upper Cold River Rd, Cuttingsville, VT 05738

    Looking for a spacious contemporary home, located in a country setting, with an attached two car garage, and an additional 1,800 sq’ of space for a home business, workshop, hobby, or toys? You and your family can have it all with this 1985 custom built, 3 bed, 2.5 bath, 2705 sq’ home, nestled on over 10 acres, previously a home business. This warm, well maintained, craftsman-built

    Mark Triller Real Broker LLC

    5601 Upper Cold River Rd, Cuttingsville, VT 05738
    • /37

      Est $361,534 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,344 Sq Ft

      101 Hillside Rd, Wallingford, VT 05773

      101 Hillside Rd, Wallingford, VT 05773
  • /22

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    133 Otter View Dr, North Clarendon, VT 05759

    Welcome to a home that offers space, function, and a few surprising extras. This 3-bedroom, 3-bath doublewide offers 1,680 square feet of well-appointed living space designed for comfort and easy living. Inside, you'll find an open floor plan connecting the kitchen, dining, and living areas—ideal for hosting or simply enjoying your daily routine. The primary bedroom includes a private bath ,

    James Pell Watson Realty & Associates

    133 Otter View Dr, North Clarendon, VT 05759
  • /31

    $205,000 Sold May 07, 2025

    • 400 Sq Ft
    • $512/SF
    • 29 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2022

    407 Old Ccc Rd, Shrewsbury, VT 05738

    The Town of Shrewsbury is a hilly and mountainous town, and is home to an uncrowded and tranquil social community. Shrewsbury's unique andspecial character stems from its historically rural and village settlement and its natural beauty. There are several National Historic Landmarks, covered bridges, miles of hiking trails and roads to cycle. LOCATION LOCATION LOCATION here on the CCC Road one

    Karen Heath Four Seasons Sotheby's Int'l Realty

    407 Old Ccc Rd, Shrewsbury, VT 05738
    • /38

      Est $283,842 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft

      119 Nash Dr, Wallingford, VT 05773

      119 Nash Dr, Wallingford, VT 05773

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