30

Cuttingsville, VT Homes for Sale

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  • /42

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft

    60 Bowlsville Rd S, Mount Holly, VT 05742

    Discover your dream home at Bowlsville Rd — where contemporary style meets cozy comfort! Imagine waking up in a spacious primary bedroom on the main level, complete with a walk-in closet, and stepping into an open, airy living space filled with natural woodwork, soaring cathedral ceilings, and charming beams that add character at every turn. The large windows allow natural light to flood the

    Agent Photo

    Lisa Kelley

    Cummings & Co

    60 Bowlsville Rd S, Mount Holly, VT 05742
  • /60

    $1,650,000

    $300K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 4,719 Sq Ft

    1204 Bailey Rd, Cuttingsville, VT 05738

    Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with

    Agent Photo

    Gail Beardmore

    Engel & Völkers Okemo

    1204 Bailey Rd, Cuttingsville, VT 05738
  • /43

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    1871 Rte 103, Mount Holly, VT 05758

    Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    1871 Rte 103, Mount Holly, VT 05758
  • /31

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,388 Sq Ft

    2875 East St, North Clarendon, VT 05759

    Step into the timeless charm of this picture-perfect 1925 Vermont country cottage, where character, comfort, and a lifetime of love come together. Offering 3 bedrooms, 1 full bath, and convenient first-floor laundry, this home is as inviting as it is functional. From the moment you arrive, you'll be captivated by the large screened-in front porch—the perfect place to enjoy your morning coffee or

    Agent Photo

    Hughes Group Team

    Casella Real Estate

    2875 East St, North Clarendon, VT 05759
  • /2

    $135,000

    $50K PRICE DROP
    • Land
    • 121.6 Acres
    • $1,110 per Acre

    1480 Route 103, Clarendon, VT 05759

    Large wooded parcel across from Southern Vermont State Airport and close to industrial parks. Frontage on paved Route 103 and a small interior Stream. This would be a great spot for a personal recreational area near Rutland and Wallingford with year-round accessibility.

    Max Walker Watson Realty & Associates

    1480 Route 103, Clarendon, VT 05759
  • /42

    $725,000

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

    71 Cobb Ln, Clarendon, VT 05759

    Welcome to 71 Cobb Lane, where exceptional craftsmanship meets modern efficiency. Thoughtfully custom designed and meticulously built, this remarkable residence showcases today's most advanced building practices and energy-conscious technologies, delivering outstanding comfort, performance, and long-term value. Every detail of this home was carefully considered, resulting in a residence that

    Joshua Lemieux Remax Summit

    71 Cobb Ln, Clarendon, VT 05759
  • /60

    $799,000

    Open Sun 12PM - 2PM $40K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,975 Sq Ft

    89 Sherri Ln, North Clarendon, VT 05759

    Sweeping Mountain Views provides a stunning backdrop for this spacious 6,000+ square foot home, offering 4 bedrooms, 4.5 baths, a flexible floor plan, and a private one-bedroom in-law apartment on 3.7 picturesque acres.Designed for both everyday living and entertainment, the main level features soaring cathedral ceilings, expansive windows, and an open-concept layout that fills the home with

    Mark Triller Real Broker LLC

    89 Sherri Ln, North Clarendon, VT 05759
  • /48

    $525,000

    • 4 Beds
    • 3 Baths
    • 2,438 Sq Ft

    76 Meadowview Ln, Mount Holly, VT 05758

    Enjoy the best of Vermont living in the beautiful town of Mount Holly! This three-bedroom, two-bath single-family home is located less than 10 minutes from Okemo Mountain Resort and just moments from the VAST Trail System for wintertime fun. With long distance views of Salt Ash Mountain, this property offers a perfect setting for year-round enjoyment. Inside, the home features a bright and

    Rhonda Nash Welcome Home Real Estate

    76 Meadowview Ln, Mount Holly, VT 05758
  • /22

    $45,000

    • Land
    • 1.7 Acres
    • $26,471 per Acre

    269 Hawkins Rd, Wallingford, VT 05742

    Welcome to the corner of Hawkins Road and Autumn Heights in the charming town of Wallingford. This 1.7-acre parcel offers a peaceful natural setting with mostly wooded terrain and a meandering seasonal stream flowing through the property. A previously roughed-in driveway and cleared homesite could easily be reclaimed, providing a head start for your future plans. Whether you envision a primary

    Kevin Barnes William Raveis Real Estate Vermont Properties

    269 Hawkins Rd, Wallingford, VT 05742
  • /38

    $360,000

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    995 Centerville Rd, East Wallingford, VT 05742

    Set atop a gentle knoll and framed by mature trees, this 1950 home was reimagined from the studs out in a 1999 renovation, with a thoughtful addition in 2001 that expanded the living space. The surrounding grounds -open lawn, established perennial gardens, and a classic stone wall - create a setting that feels both cared-for and connected to nature. One gap in the wall offers a quiet invitation

    Susan Bishop Four Seasons Sotheby's Int'l Realty

    995 Centerville Rd, East Wallingford, VT 05742
  • /58

    $689,999

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,523 Sq Ft

    97 Stewart Ln, Cuttingsville, VT 05738

    Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property's electrical needs while providing backup power

    Daire Gibney Barrett and Valley Associates Inc.

    97 Stewart Ln, Cuttingsville, VT 05738
  • /47

    $429,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    168 & 170 Brenda Rd, Clarendon, VT 05759

    Set on 2.13 private acres in North Clarendon, this unique “as is” property offers a rare opportunity for buyers seeking space, versatility, and potential.The property includes a ranch style single family home, and a two-stall barn with two one-bedroom apartments, along with two outbuildings, creating a variety of possibilities for owner-occupants, investors, hobby farmers, or those looking

    Mark Triller Real Broker LLC

    168 & 170 Brenda Rd, Clarendon, VT 05759
  • /35

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 2,881 Sq Ft

    275 East St, Wallingford, VT 05773

    Storybook setting lined with classic stone walls, open meadows, and sweeping views of White Rocks National Park sets this exceptional property apart. Custom built in 2007 with distinctive Craftsman-style architecture, the home makes an unforgettable first impression with its massive timber and stone front entry. Inside, a vaulted great room showcases a dramatic wall of windows, handsome Elmwood

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

    275 East St, Wallingford, VT 05773
  • /60

    $859,000

    Open Sun 1PM - 3PM $131K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,300 Sq Ft

    49 Sherri Ln, North Clarendon, VT 05759

    Welcome to 49 Sherri Lane in Clarendon, Vermont, a private mountain-view sanctuary set in a peaceful Rutland County neighborhood. This thoughtfully renovated home blends Vermont character, modern comfort, and generous living space with sweeping mountain views in every season. The main level features a foyer, living room, eat-in kitchen, dining room, and bedroom, offering flexible everyday living.

    Joshua Lemieux Remax Summit

    49 Sherri Ln, North Clarendon, VT 05759
  • /37

    $659,000

    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    742 Route 7b Central, North Clarendon, VT 05759

    This lovely Craftsman-designed one-level, 2,800 square foot home feels as though it belongs in La Cottage magazine. Built in 1982 and lovingly maintained by the same family for 32 years, this special property has been the backdrop for a lifetime of memories. Set on seven beautiful acres in Clarendon, Vermont, the property offers privacy, perennial gardens, a large spring-fed pond, and a three-car

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

    742 Route 7b Central, North Clarendon, VT 05759
  • /12

    $125,000

    • 3 Beds
    • 1 Bath
    • 784 Sq Ft

    124 Clarendon Rd, Wallingford, VT 05773

    Opportunity awaits with this three-bedroom, one-bathroom mobile home situated on a spacious one-acre lot just outside Wallingford Village. Renovations have been started, providing the perfect opportunity for the next owner to complete the finishing touches and make this home their own. Enjoy the mountain view while unwinding at the end of the day on the spacious deck overlooking the property. A

    Rhonda Nash Welcome Home Real Estate

    124 Clarendon Rd, Wallingford, VT 05773
  • /26

    $389,000

    $40K PRICE DROP
    • Land
    • 82.8 Acres
    • $4,698 per Acre

    461 Wilmouth Hill Rd, Shrewsbury, VT 05738

    82-Acre Vermont Property with Permitted Septic, Installed Power, and New 30' x 48’ Steel Garage.Welcome to your slice of Vermont paradise. Tucked away in the serene hills of Shrewsbury, this property offers the perfect mix of privacy, potential, and essential infrastructure in place - ready for your vision to come to life. The rolling open land, meadows, and wooded areas offer privacy,

    Mark Triller Real Broker LLC

    461 Wilmouth Hill Rd, Shrewsbury, VT 05738
  • /36

    $240,000

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    5086 Vermont Route 103, Shrewsbury, VT 05738

    Step in to this cozy home and envision yourself making it yours! This two bedroom two bath home is located just 20 minutes to Okemo for all of your mountain adventures! This home has a warm and welcoming feel as soon as you enter. Step down the live edge stairs into the sunken living room to enjoy good company, making memories and cozy nights. There is also a small bar area to take advantage of

    Christopher Williams Flex Realty

    5086 Vermont Route 103, Shrewsbury, VT 05738
  • /60

    $695,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,597 Sq Ft

    96 Paradise Ln Unit PVT, Mount Holly, VT 05758

    Private Mount Holly retreat just ten minutes from Okemo Mountain! Set on 5+ peaceful acres, this property offers the perfect balance of privacy, recreation, and year-round convenience. Enjoy quiet country surroundings with easy access to Okemo, downtown Ludlow, the lakes region, and VAST trail access for snowmobile adventures. The main house has a new roof. This warm and inviting home features

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    96 Paradise Ln Unit PVT, Mount Holly, VT 05758
  • /33

    $875,000

    • 3 Beds
    • 3 Baths
    • 5,186 Sq Ft

    415 Crown Point Rd, Cuttingsville, VT 05738

    Surrounded by terraced gardens and tucked away on 13 private acres off a quiet country road, this thoughtfully crafted mountain retreat offers peace and quiet, craftsmanship, and mountain vistas. The spacious great room is the heart of the home, where soaring cathedral ceilings, a wall of windows, and a handsome stone fireplace create an inviting gathering space. Sunlight fills the interior,

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    415 Crown Point Rd, Cuttingsville, VT 05738
  • /36

    $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
  • /45

    $1,170,000

    $130K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,065 Sq Ft

    882 Mitchell Rd, Cuttingsville, VT 05738

    Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early

    Dia Jenks LandVest, Inc/Woodstock

    882 Mitchell Rd, Cuttingsville, VT 05738
  • /60

    $350,000

    • 3 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    1932 Hortonville Rd, Mount Holly, VT 05758

    Welcome to 1932 Hortonville Road, a comfortable three-bedroom Cape offering a flexible layout, plenty of living space, and a convenient Mount Holly location. Set on .55 acres with a brook running along the rear property line, this home is an easy drive to both Okemo Mountain and Rutland, making it a great choice for a primary residence or Vermont getaway. The main level is filled with natural

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    1932 Hortonville Rd, Mount Holly, VT 05758
  • /60

    $1,699,999

    $300K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,122 Sq Ft

    310 Hateful Hill Rd, East Wallingford, VT 05742

    Don't let the road name fool you, there is nothing to hate about this Robert Carl Williams grand estate and farm with stables. Nestled on a hilltop in East Wallingford, you will find one of the finest properties in the area with a nicely appointed 4 bedroom 5 bath house boasting 5 fireplaces, a historic huge barn, a run-in horse shelter, a Morton barn/riding arena, and a 5 bay carriage

    Kevin Barnes William Raveis Real Estate Vermont Properties

    310 Hateful Hill Rd, East Wallingford, VT 05742
  • /41

    $1,429,000

    • 4 Beds
    • 3 Baths
    • 3,092 Sq Ft

    2643 Sugar Hill Rd, Wallingford, VT 05773

    A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The

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

    2643 Sugar Hill Rd, Wallingford, VT 05773
  • /37

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    115 River St, Wallingford, VT 05773

    Your Own Piece of the Creek Charming Cape with Waterfront LivingTucked along the banks of Otter Creek, this classic Cape style home is a rare find offering the tranquility of waterfront living on a sprawling 3/4-acre lot. With 3 bedrooms, 2 full baths, and a layout that's both practical and full of personality.The living room makes an immediate impression, with soaring floor-to-ceiling

    Joan Sabin BHHS Vermont Realty Group/Waterbury

    115 River St, Wallingford, VT 05773
  • /58

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    929 Packer Rd, Mount Holly, VT 05758

    Fifty-seven Vermont acres is waiting for you to make it your own!The renovated efficient home is on one parcel of 5+ acres and has lots of windows to enjoy the mountain views and bring you close to nature...Stone walls, fields, woods, and gardens and fresh Vermont air. The very functional kitchen has ample cabinet space and is open to the living room. Spend an evening at home preparing some

    Tyleen Murray Kelley Real Estate, Inc.

    929 Packer Rd, Mount Holly, VT 05758
  • /39

    $1,495,000

    • 3 Beds
    • 4 Baths
    • 4,581 Sq Ft

    514 Robinson Rd, Cuttingsville, VT 05738

    Experience the essence of Vermont living at Lanes End Farm, a meticulously rebuilt farmhouse estate blending New England charm with modern luxury.Set at the end of a tree lined, town maintained gravel road, the property offers serenity, seclusion, and sweeping mountain views. Inside, an open plan creates effortless flow between the light filled kitchen, dining, and living areas. A wood

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    514 Robinson Rd, Cuttingsville, VT 05738
  • /6

    $499,000

    • Land
    • 40 Acres
    • $12,475 per Acre

    0 Sherri Ln Unit 5100285, Clarendon, VT 05759

    Exceptional 40± acre parcel in Clarendon offering an outstanding opportunity for developers, investors, or those seeking to build a private country estate. Approximately 10 acres feature flat, elevated terrain with sandy, well-draining soils, making this area well suited for potential subdivision, subject to municipal and state approvals. Positioned high on the hillside with public road frontage

    Mark Triller Real Broker LLC

    0 Sherri Ln Unit 5100285, Clarendon, VT 05759
  • /26

    $305,000

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    96 Prospect St, Wallingford, VT 05773

    Nestled in the quintessential village of Wallingford, Vermont, this charming three bedroom, one bathroom home is ready to welcome its new owners. Warm, inviting, and full of character, you’ll appreciate the beautiful hardwood floors, classic wood trim, and cozy atmosphere throughout. The charming kitchen features a center island, creating the perfect space for meal preparation, casual dining, or

    Rhonda Nash Welcome Home Real Estate

    96 Prospect St, Wallingford, VT 05773

Frequently Asked Questions

What are the most popular zip codes in Cuttingsville, VT?
The most popular zip codes in Cuttingsville, VT include 05738, 05759, 05742, 05758 and 05773.
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