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Rutland County VT Homes for Sale

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  • /34

    $1,075,000

    • 4 Beds
    • 3.5 Baths
    • 4,900 Sq Ft

    429 Black Bear Path, Mendon, VT 05701

    YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on

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

    429 Black Bear Path, Mendon, VT 05701
  • /25

    $189,000

    • 3 Beds
    • 1.5 Baths
    • 1,190 Sq Ft

    43 Taylor Hill, Proctor, VT 05765

    Come see this charming corner-lot property located on a quiet street in the quaint and welcoming town of Proctor. Ideally situated in the heart of town, this home offers convenient access to the elementary school, local dining, and all that this tight-knit community has to offer.The spacious backyard is perfect for gatherings, summer cookouts, or even the addition of a pool—offering

    Will Spanos KW Vermont-Killington

    43 Taylor Hill, Proctor, VT 05765
  • /42

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    3845 Main Rd, West Haven, VT 05743

    Experience peak Vermont living on 180 acres of breathtaking open and wooded land, for generations to enjoy. Set privately at the end of a long, well-maintained driveway, this beautiful 4-bedroom home blends modern comforts with natural serenity. The main level features a spacious kitchen with granite countertops, perfect for gathering and entertaining. Central air, radiant heat, and a central

    Mandolyn McIntyre Crow Real Broker LLC

    3845 Main Rd, West Haven, VT 05743
  • /16

    $65,000

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    1 Prestons Park, Rutland, VT 05701

    RUTLAND CITY: 1985 2-bedroom Single-wide Manufactured Home, deck and shed on a leased lot. Furnace is 2 years old, central air, property insulated by BROC. This is a nicely maintained mobile home park and purchase is subject to mobile home park approval, credit score - 680+, no dogs, max. 4 occupants, no renting, $525/month rent for leased lot. Trailer intended to stay on lot. Close to hospital,

    Melissa Loughan Westside Real Estate

    1 Prestons Park, Rutland, VT 05701
  • /48

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    929 Packer Rd, Mount Holly, VT 05758

    Country Living with Mountain Views.Experience the tranquility of country living with breathtaking mountain views in this charming single-level home. This property offers the perfect blend of comfort and outdoor adventure, all set on a sprawling 5.3-acre parcel of open meadows.Step inside to discover a thoughtfully designed layout featuring two bedrooms plus a versatile bonus room, ideal

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

    929 Packer Rd, Mount Holly, VT 05758
  • /18

    $165,000

    • 6 Beds
    • 2 Baths
    • 2,016 Sq Ft

    29 Hopkins St, Rutland, VT 05701

    Whether you are looking for a single-family home or a multi family home, this versatile opportunity has unlimited potential. Discover the perfect blend of flexibility and charm in this spacious home, thoughtfully designed to accommodate a variety of lifestyles. Currently configured as a comfortable single family residence, this property also offers the rare potential to be converted back into a

    Joshua Lemieux Remax Summit

    29 Hopkins St, Rutland, VT 05701
  • /14

    $59,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    81 Cramton Rd Unit 6, Castleton, VT 05735

    CASTLETON: 1987 Single-Wide Manufactured home, 2 Bedrooms and a large shed, move-in condition. UPGRADES: Bathroom being remodeled in Sept. 2022, Standing seam roof - 5 yrs, new furnace, oil tank/cement pad, piping & thermostat - 5 years, new water heater in 2022, insulated skirting, installed vents & 2 access doors - 4 yrs, painted & repaired deck & shed - 4 yrs, installed new storm doors &

    Melissa Loughan Westside Real Estate

    81 Cramton Rd Unit 6, Castleton, VT 05735
  • /38

    $75,000

    • 1 Bath
    • 418 Sq Ft

    228 E Mountain Rd Unit 124 III, Killington, VT 05751

    Killington Grand Resort Unit 124 Interval III - Nestled in the heart of Vermont's Green Mountains, the Killington Grand Hotel is just steps away from Killington Ski Resort, the largest ski area in the eastern United States. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This A-handicap accessible studio unit sleeps 2 and

    Kyle Kershner Killington Pico Realty

    228 E Mountain Rd Unit 124 III, Killington, VT 05751
  • /60

    $290,000

    • 4 Beds
    • 1 Bath
    • 1,557 Sq Ft

    84 Allen St, Rutland, VT 05701

    Charming Family Home with Endless Opportunities! Welcome to this delightful 4-bedroom, 1-bathroom home, cherished by a single family that created countless memories over the years. Imagine the nostalgia of living in a property where children once rode horses and enjoyed sleigh rides. This charming home sits on a spacious double lot and features a detached 2-car garage. Just steps away, you'll

    Alison McCullough Alison McCullough Real Estate

    84 Allen St, Rutland, VT 05701
  • /2

    $115,000

    • Land
    • 0.99 Acre
    • $116,162 per Acre

    0 River St, Poultney, VT 05764

    Discover the perfect canvas for your vision on this .99-acre lot. Nestled in the picturesque town of East Poultney, Vermont this unique property boasts a historic barn that adds character and charm and offers endless potential for restoration, storage, or creative use. With direct views of the peaceful Poultney River, this lot provides serene water views and opportunities for outdoor enjoyment.

    Joshua Lemieux Remax Summit

    0 River St, Poultney, VT 05764
  • /29

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    45 Eden Ave, Proctor, VT 05765

    This updated home has a modern kitchen and appliances, living room ceiling fan, new flooring on first level, bathroom updates, mini-splits, and Nest security system to add to the safe and private feeling of the home. Set on flat lot on a hill side there are mountain views to complete the country feeling of privacy. Located near Beaver Pond Park and local walking trails add to year-round

    Maureen McShane Chris Fucci Associates, LTD

    45 Eden Ave, Proctor, VT 05765
  • /55

    $1,099,000

    • 4 Beds
    • 4.5 Baths
    • 5,453 Sq Ft

    127 Wynnridge Dr, Rutland, VT 05701

    Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into

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

    127 Wynnridge Dr, Rutland, VT 05701
  • /30

    $318,000

    • 2 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    93 Heritage Hill Circle Place, Rutland, VT 05701

    Beautiful 2BR unit w/office area and 1.5 BA's (up and down). Roll-in shower down in master area.This extremely well-maintained unit is tucked in the corner for privacy, and includes 2 parking spaces. Amenities include updated appliances, 3 season porch with wooded view. The kitchen, dining area and living room have all been updated. Move-in condition.Heritage Hill is the perfect

    Christopher Fucci Chris Fucci Associates, LTD

    93 Heritage Hill Circle Place, Rutland, VT 05701
  • /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
  • /26

    $269,000

    • 4 Beds
    • 2 Baths
    • 3,645 Sq Ft

    164 Garron Rd, Middletown Springs, VT 05757

    Spacious 4 bedroom, 2 bath contemporary located on a quiet country road. The house has over 3,500 sg.ft. of living space with plenty of natural light. There is a large 28'x48' three bay garage/workshop with walk up storage area. The 12.7 acre parcel offers western views of the mountains beyond. There are two ponds, brook and meadows surrounded by mature forestland that provide ideal habitat for

    Alan Gombosi Northland Real Estate

    164 Garron Rd, Middletown Springs, VT 05757
  • /29

    $415,000

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

    678 Corn Hill Rd, Pittsford, VT 05763

    Fantastic Country Club Location! This inviting one-level ranch offers a rare combination of golf course frontage and spectacular western mountain views. With 1,344 square feet of living space, the home features hardwood flooring under much of the carpeting—ready to be revealed for added warmth and timeless beauty. The welcoming layout includes generously sized living and dining rooms, a bright

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

    678 Corn Hill Rd, Pittsford, VT 05763
  • /26

    $429,000

    • Land
    • 82.8 Acres
    • $5,181 per Acre

    461 Wilmouth Hill Rd, Shrewsbury, VT 05738

    82-Acre Vermont Property with Permitted Septic, Installed Power, and New 1,500 Sq’ 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
  • /34

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    37 Cootey Ln, Wallingford, VT 05773

    NEW PRICE!!! Delightful well maintained home tucked away on 1.17+/- acre lot. 3 bedroom, 2.5 bath and a full basement. The fully applianced kitchen with a center island offers extra space for cooking, dining area with sliders leading out to the back yard makes it convenient for backyard bbq's. Off from the kitchen is the living room with built-ins enhanced by a propane fireplace. 9ft ceilings. A

    Nancy Greenwood Watson Realty & Associates

    37 Cootey Ln, Wallingford, VT 05773
  • /2

    $694,000

    • 3 Beds
    • 1 Bath
    • 1,269 Sq Ft

    361 Johnson Spooner Rd, Castleton, VT 05735

    Lakefront year round 3 bedroom home with 100' of lovely lake frontage and mountain views. Only minutes from Vermont University Castleton and close to major ski areas. Ideal for a full time residence and or part-time rental. Level lot with 2 car detached garage and plenty of parking.

    Bill Gilbert Gilbert Realty and Development

    361 Johnson Spooner Rd, Castleton, VT 05735
  • /41

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    37 Sangamon Rd, Pittsford, VT 05763

    Same family since 1994...This home has been lovingly cared for by current owners. Numerous upgrades throughout. (See attached IMPROVEMENTS list) Charming interior with luminous living room w/sliders to deck, eat in kitchen, two good size bedrooms and updated full bath on main level. From the kitchen, access the spacious deck overlooking deep partially clear & wooded back yard. Lovely setting.

    Lisa Hughes Four Seasons Sotheby's Int'l Realty

    37 Sangamon Rd, Pittsford, VT 05763
  • /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
  • /40

    $255,000

    • 4 Beds
    • 2 Baths
    • 3,038 Sq Ft

    105 Main St, Fair Haven, VT 05743

    Welcome to this spacious and beautifully detailed Victorian-style home, perfectly designed for multi-generational living in the picturesque town of Fair Haven. Ideally located right next door to the library and close to all local amenities, this property blends timeless character with exceptional functionality. This expansive home features three generous bedrooms and two bonus rooms, providing

    Noel Weeks Welcome Home Real Estate

    105 Main St, Fair Haven, VT 05743
  • /39

    $970,000

    • 6 Beds
    • 5 Baths
    • 3,817 Sq Ft

    3261 Route 30 N, Castleton, VT 05735

    LAKE BOMOSEEN DUPLEX - TWO HOUSES WITH INCOME: 1930 Southern house has original frame, but house was totally renovated in 1989 and Northern house was built. Southern house has 4-bedrooms, 2 1/2 baths and Northern house has two 1-bedroom apartments. New electrical, plumbing, insulation, etc. In 2024, houses were stained. Also, includes storage room between the houses and a storage shed near the

    Owen Loughan Westside Real Estate

    3261 Route 30 N, Castleton, VT 05735
  • /30

    $450,000

    • 2 Beds
    • 3 Baths
    • 1,288 Sq Ft

    69 Killington Center Dr Unit 131,132, Killington, VT 05751

    Exciting Opportunity at Killington Center – Renovated & Ready to Rent! Welcome to Units 131 & 132 at Killington Center—2 beautifully renovated condos offering the ultimate in convenience, comfort, & flexibility. Each fully furnished unit is thoughtfully designed for short-term rental success or personal enjoyment. One of the units is a lock-off bedroom/bathroom suite—perfect for added privacy,

    Bret Williamson Killington Valley Real Estate

    69 Killington Center Dr Unit 131,132, Killington, VT 05751
  • /27

    $2,000,000

    • 4 Beds
    • 5 Baths
    • 2,887 Sq Ft

    1300 Mountain Rd, Ludlow, VT 05149

    One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this could be

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1300 Mountain Rd, Ludlow, VT 05149
  • /2

    $148,000

    • Land
    • 10.26 Acres
    • $14,425 per Acre

    Route Vermont 103, North Clarendon, VT 05759

    Check out this commercial industrial lot, with gorgeous mountain views, fabulous visibility from route 103 and 7B and close to commercial developments.

    Max Walker Watson Realty & Associates

    Route Vermont 103, North Clarendon, VT 05759
  • /2

    $849,000

    • Land
    • 45.4 Acres
    • $18,700 per Acre

    0 Forest Dale Rd Unit 5061090, Brandon, VT 05733

    45.4 acres at a great edge of town location. Close to Brandon's shops and eateries and parks and schools. Town zoning allows for 0.2 acre lots with a town sewer connection, 2 acres on septic, so the development potential is tremendous. Town water, sewer, and electricity at the road.

    Marty Feldman Rowe Real Estate

    0 Forest Dale Rd Unit 5061090, Brandon, VT 05733
  • /10

    $1,190,000

    • 12,090 Sq Ft

    2137 Route 30 N, Castleton, VT 05732

    This property is part of 28 units package, could be purchased all or two 14 unit packages, please see MLS # 5067282, total price for all 28 units is $2,450.000 Great investment opportunity, Well maintained property in Castleton (Bomoseen) this property consists of two buildings, Front building with 10units consists of five 2 bedrooms , Three 1 bedrooms , One 3 bedrooms and an Efficiency unit,

    Mike Kalil Watson Realty & Associates

    2137 Route 30 N, Castleton, VT 05732
  • /20

    $275,000

    • 2 Baths
    • 1,568 Sq Ft

    18 Chaplin Ave, Rutland, VT 05701

    This newer office building is perfect for a professional office space. The first floor had been used as a customer waiting room with 1 bathroom while the second story features 3 private offices and a half bath. Adding to the versatility of this space, the sellers have confirmed with the town this could also be converted to a single family home. No permits/applications have been filed for change

    Daniel Preston KW Vermont Woodstock

    18 Chaplin Ave, Rutland, VT 05701
  • /18

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    734 Millpond Rd, Wells, VT 05774

    Enchanted Chalet tucked away in the middle of 5 private wooded acres close to Lake St. Catherine. This charming cottage offers a modern eat-in-kitchen that opens to the living room, anchored by a field stone fireplace and warmed by the sunshine through the sliding glass doors. The primary bedroom suite is nicely positioned near the office loft with it's pleasant sitting area. Enjoy your morning

    Suanne Ohl Northland Real Estate

    734 Millpond Rd, Wells, VT 05774
  • /43

    $695,000

    • 3 Beds
    • 1 Bath
    • 1,001 Sq Ft

    49 Rockview Rd, Castleton, VT 05735

    This is the lakefront property you’ve been waiting for! Set on the sparkling shores of Lake Bomoseen in beautiful Castleton Vermont! This three-bedroom, one-bathroom single-family home offers the perfect balance of relaxation and recreation—all year round. Step inside to discover an open, airy concept that brings the outdoors in with beautiful natural light and breathtaking lake views. Whether

    Rhonda Nash Welcome Home Real Estate

    49 Rockview Rd, Castleton, VT 05735
  • /15

    $169,000

    • 4 Beds
    • 1 Bath
    • 2,062 Sq Ft

    40 Raiches Cross Rd, Danby, VT 05739

    Charming Colonial Farmhouse with Mountain Views – Rehab Opportunity! More Pictures to Come Soon! Perched atop a hill with sweeping mountain views, this classic Colonial farmhouse is brimming with potential and waiting for your vision. Currently tenant-occupied, the property offers a unique opportunity for investors or owner-occupants ready to bring this home back to life. Featuring a detached

    Mark Noble Welcome Home Real Estate

    40 Raiches Cross Rd, Danby, VT 05739
  • /59

    $99,000

    • Land
    • 1.4 Acres
    • $70,714 per Acre

    00 Ice Pond Rd, Chittenden, VT 05763

    Rustic Charm Meets Untapped Potential – 1.4 Acres on Ice Pond Road, Chittenden, VT | Offered at $99,000Looking for your own piece of Vermont? Tucked away on peaceful Ice Pond Road in sought-after Chittenden, this 1.4-acre parcel offers a rare opportunity to own land in a truly serene setting—at a price that’s hard to find.The property features an old, dilapidated barn (please

    Rachael Rogala Lange & Lange

    00 Ice Pond Rd, Chittenden, VT 05763
  • /2

    $260,000

    • 8 Beds
    • 6 Baths
    • 1,800 Sq Ft

    2158 Main St, Castleton, VT 05735

    Castleton Multi Family Complex - Great investment opportunity. 6 Units includes 2 outbuildings - Plenty of parking. Figures available to qualified buyers. Walking distance to Vermont State University Castleton and near area ski slopes. Just minutes to Lake Bomoseen.

    Bill Gilbert Gilbert Realty and Development

    2158 Main St, Castleton, VT 05735
  • /50

    $139,000

    • 1 Bed
    • 1 Bath
    • 677 Sq Ft

    228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751

    NEW LISTING at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 150 Interval Use Period II is a 1BR/1BA unit that sleeps 6 guests on a queen bed, a Murphy-bed and a sofa-bed. This unit's location on the first floor allows you to enjoy an extra large deck with mountainviews! Ownership entitles the owner to 13 weeks of use per year. This "D"

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751
  • /11

    $595,000

    • 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
  • /38

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,890 Sq Ft

    581 Mountain View Rd, Tinmouth, VT 05773

    Simply a quintessential Vermont cape paradise. The property's 2.7 open acres, feature rolling meadows and bright garden plantings. Conveniently located a short distance to Rutland City, charming Wallingford Village, Elfin Lake, and world class Skiing. The expanded cape features a covered porch, open kitchen that flows into the living and dining areas. This home offers three large bedrooms as

    Seth Barbiero EXP Realty

    581 Mountain View Rd, Tinmouth, VT 05773
  • /31

    $899,000

    • Land
    • 308 Acres
    • $2,919 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
  • /58

    $139,000

    • Land
    • 1.46 Acres
    • $95,205 per Acre

    00 Pasquale St Unit 13, Chittenden, VT 05763

    Build your future home on this 1.46-acre cleared parcel in beautiful Chittenden, Vermont. With wastewater and well permits already in place, the site is fully prepared for construction. Located at the end of a quiet road, the property offers privacy while keeping you close to Mountain Top Resort, Chittenden Reservoir, and the Killington and Pico ski areas. A ready-to-go setting in a truly

    Alison McCullough Alison McCullough Real Estate

    00 Pasquale St Unit 13, Chittenden, VT 05763
  • /53

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    188 Station Rd, Mount Holly, VT 05758

    Motivated Seller. Come see this Fully Furnished Move in Ready Retreat! Current owners are ready to pass along their special piece of Vermont. Enjoy the charms and privacy of a dead end road while being only five minutes from Jackson Gore at Okemo. Location is ideal for rental property or personal residence. This four bedroom home with two car garage and large basement has it all. Master suite

    Alexandra Eatmon Kelley Real Estate, Inc.

    188 Station Rd, Mount Holly, VT 05758

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