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Cuttingsville VT Real Estate & Homes for Sale

7 Properties Found

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$479,000

387 Wilmouth Hill Road Shrewsbury, VT 05738

MLS: 5069239 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,814
Status:
NEW LISTING
MLS#:
5069239
Type:
Single Family
Lot size:
4.6 Acres
Year built:
1976
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Flex Realty
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ADDITIONAL INFORMATION

Discover the charm of Vermont country life at 387 Wilmouth Hill Road, a welcoming 3-bedroom, 1-bath raised ranch set on 4.6 picturesque acres in the heart of Shrewsbury. Surrounded by rolling hills, mature trees, and fresh mountain air, this property offers the perfect blend of comfort, space, and natural beauty. The home features a bright and inviting layout with generous living areas and large windows that bring the outdoors in. The open kitchen and dining area flow nicely into the living room, ideal for relaxing evenings or casual entertaining. Three comfortable bedrooms and a full bath complete the main level, offering plenty of room for family, guests, or a home office. Step outside and enjoy the best of Vermontâ??s four seasons. With over four acres of land, thereâ??s ample room for gardens, recreation, or simply unwinding in your own private retreat. The propertyâ??s peaceful setting provides privacy, while still being just a short drive to Rutlandâ??s shops, dining, and conveniences. Outdoor enthusiasts will appreciate nearby ski resorts, hiking trails, and the Green Mountain National Forest, all just minutes away. Whether youâ??re looking for a full-time residence or a weekend getaway, this Shrewsbury home offers an inviting slice of Vermont living with room to grow and make it your own.

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$470,000

343 Wilderness Road Shrewsbury, VT 05738

MLS: 5067908 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
3,156
Status:
Active
MLS#:
5067908
Type:
Single Family
Lot size:
10.5 Acres
Year built:
1999
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Alison McCullough Real Estate
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ADDITIONAL INFORMATION

Welcome to Shrewsbury, Vermont! Nestled on 10.5 private acres with spectacular sunsets, this custom-built ranch offers quality craftsmanship and comfortable single-level living. Featuring 3 bedrooms, 3 baths, and an attached 2-car garage, this home captures stunning long-range mountain views and a true sense of tranquility. Enjoy the best of both worldsâ??peaceful country living with easy access to local amenities and nearby Killington and Okemo Resorts for year-round recreation. The lower level is ready for your finishing touches, offering the potential to add an in-law/accessory unit and/or a spacious family roomâ??a bonusâ??and a separate workshopâ??a gentleman's dream. Appraisal is available upon request. Price was placed based on that appraisal. Move-in ready and waiting for you to make it your ownâ??come experience all that Vermont living has to offer! This owner truly loved his home, which shows as soon as you pull up.

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$1,950,000

1204 Bailey Road Shrewsbury, VT 05738

Photos
Beds:
6
Baths:
5.00
Sq.Ft.:
4,719
Status:
Active
MLS#:
5059018
Type:
Single Family
Lot size:
97 Acres
Year built:
1950
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Engel & Volkers Okemo
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ADDITIONAL INFORMATION

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. Just off the kitchen is a very cozy â??keepingâ? room with a large fireplace perfect for relaxing after a day of skiing. A calming sunroom leads to a light-filled great room overlooking the pasture, woodlands and beyond. The second floor features a primary bedroom with exposed brick hearth and walk-in closets. Additional bedrooms and baths, a study and a sauna, accommodate family and guests superbly. Across the road, there is a cool tiny house, artfully fashioned from a former milk house. The gambrel-style two-story pre-war barn has been transformed into an event space and has hosted weddings and gatherings for all occasions! The inviting spring fed-pond has a dock for swimming or a lively game of ball with the dogs. Stone walls, open vistas and space to meditate all renew the soul. Okemo/Jackson Gore is a stress-free 12 min. drive away. High speed fiber optics allow you to work remotely while enjoying the best of both worlds. The future stewards of this property will enjoy discovering the many aspects and possibilities of this special Vermont retreat.

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$1,920,000

1783 Russellville Road Shrewsbury, VT 05738

MLS: 5057003 Photos
Beds:
8
Baths:
5.00
Sq.Ft.:
4,051
Status:
Active
MLS#:
5057003
Type:
Single Family
Lot size:
355.51 Acres
Year built:
1830
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: LandVest, Inc/Woodstock
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ADDITIONAL INFORMATION

This 1830 Greek Revival farmhouse, set on over 350 acres with sweeping views of Salt Ash and Bear Mountains, has been reimagined through a major 2025 renovation. Rolling pastures, gardens, and fruit trees frame the white clapboard home, while a stone terrace invites summer dinners under the sky. Inside, historic character meets modern comfort: American chestnut floors, exposed beams, and built-ins anchor the living and dining rooms, centered on a wood-burning fireplace. The chefâ??s kitchen features a Lacanche range from France, Danby marble counters, black locust wood floors and a striking end-grain black locust island. Eight bedrooms include a primary suite and a private two-bedroom apartment with full kitchen and cathedral ceilings for friends and family. The lower level offers a wellness spa with a black locust soaking tub and Finnish sauna. All renovations are high-end, with a lean toward custom made and local materials when possible. Home has fully upgraded infrastructure: roof, ERV, solar array, EV charging station, and heat pumps. Heirloom orchard and nut trees have been planted using sustainable practices. Three restored barnsâ??one a sugar house for boiling sap to make maple syrupâ??plus a chicken coop, blueberry bushes, perennial beds, and a streamside campsite along Freeman Brook complete the setting. High-speed internet, central A/C, and freshly painted interiors and exteriors, suitable for homesteading and as a year-round retreat. Furnishings negotiable.

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$1,315,000

96 Tabor Road Shrewsbury, VT 05738

MLS: 5053374 Photos
Beds:
6
Baths:
3.00
Sq.Ft.:
3,584
Status:
Active
MLS#:
5053374
Type:
Single Family
Lot size:
93.4 Acres
Year built:
2001
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

The ultimate Vermont retreat - private setting with 93.4 acres across 3 subdivided lots, featuring miles of trails, 3 ponds, 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 with radiant heat, oversized windows, and sliders framing panoramic views. The open kitchen offers stainless steel appliances and custom cherry cabinetry connecting seamlessly to a cozy breakfast nook and dining area that opens up to a deck. A wood-burning stove anchors the inviting living room, while a separate den and large bonus room offer even more space to stretch out, entertain, or work from home. With ample and versatile living space throughout, plus a walkout basement with overhead garage door, work bench and attic storage, there is plenty of room to gather, work, and play. The second floor also offers roughed-in plumbing for a potential fourth bathroom. Additional features include a 4-bay car barn, chicken coop, three-sided shed, automatic generator, hot tub wiring, and a recently replaced water pump and well pump. Ideally located between Killington and Okemo ski resorts and less than 20 miles to Rutland Regional Medical Center and Airport. This distinctive property offers expansive space, privacy, and natural beauty in every season.

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$699,000

996 Lincoln Hill Road Shrewsbury, VT 05738

MLS: 5034846 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,220
Status:
Active
MLS#:
5034846
Type:
Single Family
Lot size:
29.5 Acres
Year built:
1963
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: www.HomeZu.com
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ADDITIONAL INFORMATION

Picture yourself living on your own hilltop with unmatched 180-degree views. As winter settles in, you will be within 20 minutes of Okemo Ski Resort and 45 minutes of Killington - location, location, location. The Town of Shrewsbury is located between the resort towns of Manchester and Woodstock, offering countless options for entertainment and dining. The home offers total privacy; it is surrounded by secluded forest and encircled in hiking trails. The house is designed for both entertaining and everyday living with a modern layout that lends itself well to suit a variety of needs. The primary suite has been reimagined and is not only on the first level but also offers plenty of space and privacy, including a dedicated home office. The kitchen has been updated to include new refrigerators/freezers and new dishwasher. A first floor laundry has been added for convenience with new washer/dryer adjacent to a new powder room directly off the entryway. A media room near the kitchen/dining area leads to a sunny deck for you to enjoy your morning coffee and evening sunsets. The house is immaculate, the property is pristine, the town is adorable, and every convenience is nearby. Welcome home! NOTE: INTERIOR REMODEL COMPLETE 2025, INCLUDING NEW PLUMBING AND ELECTRIC.

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$1,650,000

444 Tin Shanty Road Shrewsbury, VT 05738

Photos
Beds:
7
Baths:
6.00
Sq.Ft.:
6,415
Status:
Active
MLS#:
5034383
Type:
Single Family
Lot size:
124 Acres
Year built:
1988
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Engel & Volkers Okemo
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ADDITIONAL INFORMATION

Discover the beauty of this private 124 acre country estate perfectly situated between Okemo Mountain Resort and Killington Resort, two of Vermontâ??s premier ski destinations. Surrounded by the Calvin Coolidge State Forest, this 7-bedroom, 6-bath retreat offers unmatched seclusion, mountain views, and a true connection to the outdoors. From nearly every room, take in sweeping views of the Green Mountains. Inside, the home balances rustic elegance with modern comfort. The grand family room features a soaring stone fireplace and mountain views, while the entertainment level with pool table, wet bar, and media room sets the stage for après-ski gatherings. A fitness room and sauna provide space to stay active and unwind, and multiple fireplaces indoors and out add warmth and charm year-round. A three-car garage offers ample storage for vehicles and gear, and the scenic forest-lined drive creates a dramatic first impression. Whether hosting friends after a day on the slopes or savoring the stillness of your private acreage, this exceptional property captures the essence of Vermont mountain living.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated {{last updated}}.



Cuttingsville 05738 Real Estate

Cuttingsville is located in Vermont. Cuttingsville, Vermont 05738has a population of 1,176. Cuttingsville 05738 is more family-centric than the surrounding county with 30.75% of the households containing married families with children. The county average for households married with children is 22.91%.

The median household income in Cuttingsville, Vermont 05738 is $84,000. The median household income for the surrounding county is $59,751 compared to the national median of $69,021. The median age of people living in Cuttingsville 05738 is 47.7 years.

Cuttingsville Weather

The average high temperature in July is 77.3 degrees, with an average low temperature in January of 8.1 degrees. The average rainfall is approximately 47.7 inches per year, with 93.1 inches of snow per year.

Cuttingsville Map

Cuttingsville Real Estate Market Conditions

  • Median sales price

    $208,500
    19.1%
    change since last quarter

  • # Active listings

    11
    30-day change

Cuttingsville Schools and Demographics

Education near Cuttingsville, VT

City County
High School Graduates 95.47 93.73
College Degree - 2 year 5.72 9.67
College Degree - 4 year 42.83 32.07
Graduate Degree 16.72 9.04
Expenditures per Student 22,768 22,768
Students per Teacher 12.5 12.5

Elementary Schools near Cuttingsville, VT

Grades Students P/T Ratio ZIP
Clarendon Elementary School PK - 06 175 9.4 05759
Killington Elementary School PK - 06 99 11.6 05751
Mt. Holly School PK - 06 89 7.8 05758
Rutland Intermediate School 03 - 06 585 10.7 05701
Rutland Northeast Primary School PK - 02 221 10.7 05701
Rutland Northwest School PK - 02 257 10.8 05701
Rutland Town Elementary School PK - 08 372 12 05701
Shrewsbury Mountain School PK - 06 78 10.9 05738

Middle Schools near Cuttingsville, VT

Grades Students P/T Ratio ZIP
Rutland Middle School 07 - 08 317 11.3 05701

High Schools near Cuttingsville, VT

Grades Students P/T Ratio ZIP
Mill River USD #40 07 - 12 492 11.3 05759
Rutland Senior High School 09 - 12 851 9 05701

Ungraded Schools near Cuttingsville, VT

Grades Students P/T Ratio ZIP
Stafford Technical Center UG - UG 0 05701

Demographics near Cuttingsville, VT 05738

Zip Code City
Neighborhood Type Small town
Population 1,176 60,662
Population Density 24 65
Median Age 47.7 47.2
People per Household 2.6 2.3
Median Household Income 84,000 59,751
Average Income per Capita 37,011 33,493

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