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Rutland County VT Homes for Sale

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  • /44

    $1,299,000

    • 4 Beds
    • 4 Baths
    • 4,160 Sq Ft

    475 Brookwood, Rutland, VT 05701

    Mountain Retreat in an unbeatable convenient location!Discover your dream escape in this stunning 4,160 square-foot mountain retreat, centrally located near Killington and Pico resorts as well as Rutland town center. This spacious home offers a harmonious blend of luxury and nature, featuring over 2,000 square feet of outdoor living space designed for relaxation and entertaining.Step

    Mia Parsons Douglas Elliman of Vermont LLC

    475 Brookwood, Rutland, VT 05701
  • /8

    $995,000

    $100K PRICE DROP
    • Land
    • 2.17 Acres
    • $458,525 per Acre

    1678 Killington Rd, Killington, VT 05751

    This 2+ acre commercial parcel offers approximately 362 feet of frontage on Killington Road, presenting a rare opportunity in the heart of Killington’s Commercial Zone. Ideally located near the ski area and the planned Ski Village, the property sits within one of Vermont’s most established and highly visible resort commercial corridors. The mostly level site offers excellent potential for

    Bret Williamson Killington Valley Real Estate

    1678 Killington Rd, Killington, VT 05751
  • /26

    $689,000

    • 1 Bed
    • 1 Bath
    • 1,368 Sq Ft

    57 Miller Brook Rd, Killington, VT 05751

    Location, location, location, Ideally located just off Killington Road, this fully furnished, one-owner home offers the perfect balance of convenience, privacy, and opportunity. Set on a peaceful half-acre lot, the property is within walking distance to restaurants, cafés, nightlife, shopping, and public transportation to the slopes, making it easy to enjoy everything Killington has to offer

    Bret Williamson Killington Valley Real Estate

    57 Miller Brook Rd, Killington, VT 05751
  • /58

    $2,500,000

    • 3 Beds
    • 3 Baths
    • 3,471 Sq Ft

    350 Trailside Dr Unit C, Killington, VT 05751

    Experience the mountain lifestyle you've been dreaming of in this exceptional ski-in/ski-out residence at Trailside Village. This home sits directly on Great Eastern, Killington's legendary green circle trail famous throughout the East for its miles of easy, flowing turns giving you the most direct ski access on the mountain. Step right out your door and onto the trail, no shuttle, no driving, no

    Nathan Mastroeni

    350 Trailside Dr Unit C, Killington, VT 05751
  • /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
  • /9

    $450,000

    • 2,769 Sq Ft

    350 Main St Unit 1, Castleton, VT 05735

    Beautiful 1890 farm house located in a quant college town. Walking distance to Amtrak station, restaurants, public library and hiking trails. Short distance to Lake Bomoseen and St Catherine and world class skiing. The house offers flexibility to the owners and renters. Upstairs has a wonderful apartment with full bath, on the same floor is two more bedrooms and bathroom that may go with either

    Hurley Cavacas New England Lakeside Realty

    350 Main St Unit 1, Castleton, VT 05735
  • /21

    $3,999,000

    • 0.5 Baths
    • 1,152 Sq Ft

    63 Avalon Beach Rd, Castleton, VT 05735

    SUMMIT TO SHORELINE, An Exclusive World Overlooking Vermont’s largest Freshwater Lake. Perched high above the shimmering waters of Lake Bomoseen, this 66-acre sanctuary offers a rare blend of privacy, grandeur, and boundless possibility, complete with 165 feet of owned, direct shoreline for private access to the lake itself. A darling vineyard cottage, complete with water and sewer, is already in

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

    63 Avalon Beach Rd, Castleton, VT 05735
  • /9

    $82,900

    $7K PRICE DROP
    • Land
    • 3.1 Acres
    • $26,742 per Acre

    0 Grover Dr Unit 5085293, Rutland, VT 05701

    Welcome to Grover Drive — an exceptional neighborhood in the highly sought after location of Rutland Town. Take advantage of this rare opportunity to own two adjoining lots totaling 3.1 acres with gentle mountain views creating a beautiful, natural backdrop. This mostly level, cleared land offers a seamless blend of open space, mature trees, and underground electric at the road - a perfect

    Hughes Group Team Casella Real Estate

    0 Grover Dr Unit 5085293, Rutland, VT 05701
  • /12

    $450,000

    • Land
    • 1 Acre
    • $450,000 per Acre

    51 Alpine Terrace, Killington, VT 05751

    PICO ALPINE VILLAGE - Own this wonderful legacy property on Pico Mountain. 51 Alpine Terrace is a rare offering of one acre that includes 2 lots, # 23 and # 24, benefitted by and adding value and a start of planning your build, with its cleared driveway and tiered building site, existing drilled well at the stone wall line, and Alpine Pipeline sewer hookup at road, all included in the price. It

    Gary Thompson Killington Valley Real Estate

    51 Alpine Terrace, Killington, VT 05751
  • /5

    $64,900

    $5K PRICE INCREASE
    • Land
    • 19,166 Sq Ft
    • $147,500 per Acre

    102 Skyline Dr, West Rutland, VT 05777

    Ready, set, build because the hardest part is already done. 28x46 4 1/2 ft frost walls Plumbed easy hook-up town water and sewer. This vacant parcel in West Rutland arrives with foundation work complete, handing you a head start that turns "someday" into "soon." Skip the groundwork headaches and channel your energy straight into designing the Vermont home you've been picturing, Garagedominium

    Brian Hill Remax Summit

    102 Skyline Dr, West Rutland, VT 05777
  • /26

    $375,000

    New Construction $50K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    702 Route 30 N, Bomoseen, VT 05732

    Unfinished Diamond on Route 30 across from Lake Bomoseen's Northern Tip – Finish It Your Way!Rare opportunity to put your personal stamp on a thoughtfully designed home in the heart of Vermont's premier four-season playground. This framed shell on 1.5 acres is your blank canvas — the structure is up, the vision is clear, and the finishing touches are yours to choose.Nestled at the very

    Mark Triller Real Broker LLC

    702 Route 30 N, Bomoseen, VT 05732
  • /4

    $189,000

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    25 Proctor St, West Rutland, VT 05777

    Spacious 3-bedroom, 2-bath home offering approximately 1,610 square feet of living space in West Rutland. The home features a large eat-in kitchen with plenty of cabinet space, hardwood flooring, and generous living areas. A new furnace has recently been installed. Full unfinished basement providesadditional storage space. Convenient location with public water and sewer. Property is currently

    Derek Greene Derek Greene

    25 Proctor St, West Rutland, VT 05777
  • /50

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,608 Sq Ft

    2500 Morse Hollow Rd, Poultney, VT 05764

    Escape to your own private Vermont sanctuary, nestled on over 10 beautiful acres of rolling countryside. Surrounded by mature apple trees and sugar maples, this exceptional property offers the perfect balance of privacy, nature, and comfortable country living. A peaceful brook meanders through the land, creating a serene backdrop where the soothing sounds of flowing water can be enjoyed

    Will Spanos KW Vermont-Killington

    2500 Morse Hollow Rd, Poultney, VT 05764
  • /23

    $269,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    231 St Catherine Ct, Wells, VT 05774

    Price Improvement! Affordable, adorable, and absolutely ready for its next owner—this two-bedroom, one bathroom charmer proves that Vermont living doesn't have to break the bank. Totally renovated from top to bottom, it delivers modern comfort without the endless to do list, meaning you can spend weekends on the water instead of wielding a paintbrush. Perfect for summer house in Vermont. Head

    Brian Hill Remax Summit

    231 St Catherine Ct, Wells, VT 05774
  • /21

    $287,000

    $23K PRICE DROP
    • 2,080 Sq Ft

    74 Harrington Ave, Rutland, VT 05701

    Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters.

    James Hurley Four Corner Properties LLC

    74 Harrington Ave, Rutland, VT 05701
  • /58

    $499,000

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    1643 Franklin St, Brandon, VT 05733

    Completely renovated from top to bottom and set on 6.3 private acres, this exceptional Brandon property offers flexibility, space, and privacy. Whether you're looking for a spacious single-family home, a multigenerational living arrangement, or the opportunity to offset expenses by renting the attached in-law suite, this property delivers. The main home features 3 bedrooms, 3 bathrooms, a

    Betsy Adamovich Real Broker LLC

    1643 Franklin St, Brandon, VT 05733
  • /60

    $875,000

    • 3 Beds
    • 1 Bath
    • 1,592 Sq Ft

    709 Little Sherburne Rd, Killington, VT 05751

    Escape to the privacy and tranquility of this unique off-grid property nestled on approximately 98 acres in Killington. Surrounded by nature and offering direct access to an extensive network of snowmobile trails, this three-bedroom home is ideal for outdoor enthusiasts or anyone seeking a peaceful retreat. A standout feature of the property is its abundance of established fruit plantings. More

    Laura Derderian Killington Valley Real Estate

    709 Little Sherburne Rd, Killington, VT 05751
  • /33

    $749,000

    • 6 Beds
    • 5 Baths
    • 4,792 Sq Ft

    50 Pleasant St, Rutland, VT 05701

    BIG, BOLD & BEAUTIFUL! Built in 1922 for the owner of Howe Scale, this extraordinary six-bedroom, five-bath residence showcases exceptional craftsmanship, timeless character, and modern luxury. Thoughtfully renovated while preserving its historic charm, this remarkable home offers an impressive blend of elegance, comfort, and functionality. High-end Hubbardton Forge lighting fixtures are featured

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

    50 Pleasant St, Rutland, VT 05701
  • /49

    $479,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    135 Stage Rd, Fair Haven, VT 05743

    Built in 2022, this stunning contemporary home features a south-facing glass wall that fills the interior with natural light and picturesque countryside views. The property offers ample space for gardening and outdoor enjoyment. On chilly evenings, relax beside the soapstone wood stove while taking in the star-filled sky. The living room showcases a soaring wood-clad ceiling, and the

    Sean Dye BHHS Vermont Realty Group/Vergennes

    135 Stage Rd, Fair Haven, VT 05743
  • /25

    $199,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    6852 US Route 4 Unit C7, Mendon, VT 05701

    Welcome to this inviting Pondview condominium offering comfortable, low-maintenance living in a peaceful community just minutes from Killington and Pico. Whether you're looking for a full-time residence, seasonal home, or long-term investment, this move-in-ready condo is an excellent opportunity. The unit is being sold mostly furnished, with one bedroom left unfurnished, giving you the

    Laura Derderian Killington Valley Real Estate

    6852 US Route 4 Unit C7, Mendon, VT 05701
  • /40

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,680 Sq Ft

    2094 Route 73e Route, Sudbury, VT 05733

    Just 4 minutes from Brandon and 25 minutes from Rutland and Middlebury sits this peaceful 10.1 acre property. With its combination of privacy, open land, and versatile outbuildings, this property presents an excellent opportunity for those seeking a country homestead, hobby farm or a family retreat. The home has approximately 1,680 square feet of living space and features three bedrooms, one full

    Carolyn Whittaker Whittaker Real Estate, Inc.

    2094 Route 73e Route, Sudbury, VT 05733
  • /58

    $1,250,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,324 Sq Ft

    838 Cricket Hill Rd, Killington, VT 05751

    It’s hard to say which season you’ll enjoy most in this exceptional 4-bedroom, 5-bath fully furnished and equipped custom-built home, privately set on ten acres comprised of two separate 5-acre lots, with the lower lot offering possible development opportunities. Located in an established neighborhood with protective covenants that preserve both value and tranquility, this thoughtfully designed

    Bret Williamson Killington Valley Real Estate

    838 Cricket Hill Rd, Killington, VT 05751
  • /37

    $349,000

    • 4 Beds
    • 2 Baths
    • 1,856 Sq Ft

    31 Amerio Rd, Poultney, VT 05764

    Step into the cozy cottage core farmhouse you've been dreaming of! Nestled on the outskirts of Poultney, just over the Castleton line, this charming 1840s farmhouse offers the perfect blend of timeless character, thoughtful updates, and country living on approximately 3 beautiful acres.The heart of the home is the sun-filled kitchen, where oversized windows flood the space with natural

    Hughes Group Team Casella Real Estate

    31 Amerio Rd, Poultney, VT 05764
  • /11

    $574,000

    $21K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 2,900 Sq Ft

    5465 U S 4, Killington, VT 05751

    Live or work 2 minutes to Killington Resort's Skyeship Gondola! This unique property along the Route 4 flats is zoned mixed use for residential and/or commercial — it is currently split into 4 offices but permitting allows for up to 5 bedrooms (sleeps 10). The upstairs has a separate entrance in the back, so could be easily split into a duplex as well. So many opportunities! The flat driveway

    David White OwnerEntry.com

    5465 U S 4, Killington, VT 05751
  • /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
  • /31

    $799,000

    $100K PRICE DROP
    • Land
    • 308 Acres
    • $2,594 per Acre

    0 River Rd Unit 5055707, Killington, VT 05751

    First Time Offered to Market. A Truly Special Vermont Gem! For the first time ever, this extraordinary 308 +/- acre parcel in Killington Vermont is now being offered to the public. Set on a picturesque landscape with breathtaking mountain views, soothing sounds of brooks, expansive trail network throughout the entire property, and an old spring fed pond site this one of a kind property offers

    Marni Rieger KW Vermont-Killington

    0 River Rd Unit 5055707, Killington, VT 05751
  • /48

    $1,100,000

    • 4 Beds
    • 2 Baths
    • 4,020 Sq Ft

    1267 Kelley Hill Rd, Pawlet, VT 05761

    Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 15 acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional

    Laura Beckwith Josiah Allen Real Estate, Inc.

    1267 Kelley Hill Rd, Pawlet, VT 05761
  • /37

    $1,100,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    20 Sherwood Rd, Rutland, VT 05701

    Proud to present this beautifully crafted, custom-built home, offered for the first time and ready for immediate occupancy. Thoughtfully designed and impeccably finished, the owner took great pride in hand-selecting the cabinetry, lighting, and finishes throughout, creating a home that feels both elegant and welcoming. High-end appliances complement the open living space, ideal for both everyday

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

    20 Sherwood Rd, Rutland, VT 05701
  • /24

    $270,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 1 Bath
    • 1,186 Sq Ft

    32 Pleasant St, Proctor, VT 05765

    Welcome to 32 Pleasant Street, conveniently located in the town of Proctor between Rutland City and West Rutland. Proctor offers the charm of a small Vermont community while keeping shopping, dining, employment, and other area amenities within easy reach. Residents can enjoy the town-wide public pool, a small local school system, nearby Otter Creek, and access to hiking trails. Municipal water

    Jordan Euber Casella Real Estate

    32 Pleasant St, Proctor, VT 05765
  • /50

    $399,000

    $40K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,514 Sq Ft

    25 Laverne Dr, Rutland, VT 05701

    Welcome to this very spacious single-family home located in one of Rutland City’s most desirable neighborhoods. Offering the perfect combination of comfort, privacy, and convenience, this property is ideally situated close to shopping, dining, schools, parks, and everyday amenities. Inside, you’ll find a thoughtfully designed layout with generous living spaces, four comfortable bedrooms, and

    David Lafontaine Welcome Home Real Estate

    25 Laverne Dr, Rutland, VT 05701
  • /18

    $130,000

    • Land
    • 6,098 Sq Ft
    • $928,571 per Acre

    00 Perch Pond Rd Unit 6.68, Benson, VT 05743

    Waterfront Improved lot all set for your Camper or perhaps a seasonal tiny home. Extensive docking and deck system in place. Septic system, power, driveway and water available from the Pond makes this a "ready to go " parcel. Perch Pond is a 30 acre non motorized swimming and fishing destination that is a hard to find. A clean and uncrowded destination to go and relax and enjoy nature. It is

    Derek Greene Derek Greene

    00 Perch Pond Rd Unit 6.68, Benson, VT 05743
  • /12

    $499,000

    • 3,951 Sq Ft

    36 S Main St, Rutland, VT 05701

    Solid 1900 multi-family boasting nearly 4,000 sq. feet of living space. Currently set up as a 4-unit, may be a possibility to convert an office space into a fifth apartment. Clean updated Three 2-bedrooms and an efficiency adding 4 much needed apartments in Rutland City's repertoire. The house features spacious bedrooms with large closets, impressive living areas and tall ceilings. A large

    Nancy Greenwood Watson Realty & Associates

    36 S Main St, Rutland, VT 05701
  • /22

    $800,000

    • Land
    • 26,571 Sq Ft
    • $1,311,475 per Acre

    123 Peninsula Dr, Poultney, VT 05764

    Rare opportunity to own a waterfront lot on the peaceful shores of Lake St. Catherine with substantial State permitting and planning work already completed. Tucked away in protected Oxbow Bay near the island, this special property offers beautiful lake frontage, mature trees, private docks, and a sandy beach in one of the lake’s more sheltered and scenic settings. The current owners have invested

    Trent Stephens Wohler Realty Group

    123 Peninsula Dr, Poultney, VT 05764
  • /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
  • /3

    $44,000

    $5K PRICE DROP
    • Land
    • 14,374 Sq Ft
    • $133,333 per Acre

    73 South St, Middletown Springs, VT 05757

    Discover an outstanding opportunity in the heart of the vibrant and picturesque community of Middletown Springs. This versatile 0.30-acre commercial lot offers incredible potential for a variety of uses—whether you’re looking to establish a business, create a mixed-use space, or develop your own vision from the ground up. Conveniently located with electricity at the street, this property also

    David Lafontaine Welcome Home Real Estate

    73 South St, Middletown Springs, VT 05757
  • /3

    $55,000

    • Land
    • 14,374 Sq Ft
    • $166,667 per Acre

    00 Airport Rd Unit 2, Fair Haven, VT 05743

    FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #2 offers a level and open parcel providing a great opportunity for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. This lot is situated in a convenient in-town location near downtown Fair Haven, local schools, and area amenities. A

    Owen Loughan Westside Real Estate

    00 Airport Rd Unit 2, Fair Haven, VT 05743
  • /50

    $615,000

    $73K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    1704 North St, Wells, VT 05774

    Relax with sweeping mountain and lake views from atop a hillside in this beautifully maintained Cape Cod-style residence that offers wildlife, creature comforts and modern convenience. Set in the picturesque town of Wells, Vermont, enjoy easy access to Pond Mountain and Lake St. Catherine in the heart of the Lake Region. Approximately 2,680 square feet of thoughtfully designed living space,

    Eric Hier Northland Real Estate

    1704 North St, Wells, VT 05774
  • /55

    $264,000

    • 4 Beds
    • 1.5 Baths
    • 1,745 Sq Ft

    126 Crescent St, Rutland, VT 05701

    Spacious Rutland City home featuring four bedrooms to include main floor with 1/2 bath. Eat-in Kitchen as well as formal dining room. Large foyer & luminous living room. Upstairs you will find three more bedrooms & a full bathroom. Plus an office/den. Pleasant covered front porch & covered back porch. Relaxing back patio area ... ideal for enjoying the view of your luscious, private & expansive

    Lisa Hughes Four Seasons Sotheby's Int'l Realty

    126 Crescent St, Rutland, VT 05701
  • /29

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    126 Tinmouth Pond Rd, Wallingford, VT 05773

    Claim your little slice of heaven in the quintessential Vermont town of Tinmouth! This three bedroom, two bathroom manufactured home is set on over two acres, offering plenty of space to enjoy the peace, privacy, and beauty of country living. The property also features a two-car garage with workshop and a separate outbuilding with tons of potential. Whether you envision a cozy she shed, a

    Rhonda Nash Welcome Home Real Estate

    126 Tinmouth Pond Rd, Wallingford, VT 05773
  • /49

    $1,675,000

    • 4 Beds
    • 4 Baths
    • 3,586 Sq Ft

    1 W Crystal Haven, Castleton, VT 05732

    A RARE LAKE BOMOSEEN MASTERPIECE ON THE SHIMMERING WATERS OF VERMONT. It is seldom that a home of this caliber becomes available on Lake Bomoseen. Exquisitely built in 2018, this luxury four bedroom residence was thoughtfully designed with all eyes on the lake. Situated on a double lot at the end of a town maintained road, the property enjoys exceptional privacy, 133 feet of shoreline, beautiful

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

    1 W Crystal Haven, Castleton, VT 05732

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