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Rutland County VT Homes for Sale

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  • /54

    $935,000

    • 4 Beds
    • 3.5 Baths
    • 4,351 Sq Ft

    301 Wynnridge Dr, Rutland, VT 05701

    A TRUE FAMILY HOME — WYNNRIDGE, RUTLAND TOWN — WOW! Nestled on 5.6 private acres in one of Rutland Town’s most desirable neighborhoods, this 2004 custom-built home offers approximately 4,300 square feet of beautifully finished living space. A winding paved driveway with a gracious turnaround leads to a striking entrance with vaulted ceilings. The heart of the home is the open kitchen featuring

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

    301 Wynnridge Dr, Rutland, VT 05701
  • /40

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    161 Graysville Dr, Pittsfield, VT 05762

    The perfect VT mountain home, being sold fully furnished to allow you to step right into your next adventure! This updated timberframe perfectly blends modern amenities w/ rustic charm. Situated on 18 private acres, you'll experience the magic of living in the Green Mtn's all the while being just minutes from world class skiing & outdoor activities thanks to close proximity to the renowned

    Connor Johnson KW Vermont

    161 Graysville Dr, Pittsfield, VT 05762
  • /57

    $145,000

    • 1 Bed
    • 1 Bath
    • 677 Sq Ft

    228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751

    Popular one bedroom floor plan with VIEWS, VIEWS AND MORE VIEWS! Unit 112 Interval III is a 1BR/1BA unit that accommodates 6 guests on one queen bed, a queen murphy-bed and a sofa-bed. Enjoy expansive mountain views over the pond and up the Snowshed slope encompassing four of Killington's six mountains. Enjoy the view from an oversized deck, unique to first floor units! Ownership entitles the

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751
  • /5

    $200,000

    • Land
    • 0.73 Acre
    • $273,973 per Acre

    74 Traverse Place, Rutland, VT 05701

    Unlock the potential of this prime 0.73-acre parcel in the heart of Rutland City—a ready-to-go investment project ideal for developers or portfolio builders. Current engineering plans support either of the following configurations: Two 2-story buildings with a total of 9 spacious residential units, OR Up to 20 efficiency apartments—perfect for maximizing rental income and meeting local housing

    Mark Noble Welcome Home Real Estate

    74 Traverse Place, Rutland, VT 05701
  • /24

    $295,000

    • 3 Beds
    • 1.5 Baths
    • 2,004 Sq Ft

    1441 E Main St, Poultney, VT 05764

    Stately c. 1791 Vermont colonial located within sight of the Historic East Poultney green! The potential is endless! Spacious first floor includes a kitchen, full bath, huge formal dining room, living room, office, and parlor/bedroom with fireplace. An attractive staircase, hallway, two specious bedrooms with half bath and a walk in closet occupy the second floor. Additional features include a 24

    Mark Riley Sr Vermont Forest and Field, Inc.

    1441 E Main St, Poultney, VT 05764
  • /34

    $450,000

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    140 Valley Park Unit D4, Killington, VT 05751

    This fully furnished and equipped end unit Valley Park is situated in perfect proximity to Killington resort & the town’s recreation facilities while offering you privacy in a tranquil wooded setting. A proven rental history with a GRI average of $48,230 from 2022-20205 and a 9% cap rate makes this income producer with low predictable expenses something not to miss. This 2-bedroom, one and a half

    Bret Williamson Killington Valley Real Estate

    140 Valley Park Unit D4, Killington, VT 05751
  • /31

    $350,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    48 Kendall Ave, Rutland, VT 05701

    This home features , 4 or 5 bedrooms, 3 bathrooms , formal dining room, living on the main level and a great family room upstairs which could be used as a master bedroom, nice woodwork throughout, great floor plan has a nice flow to it, very well kept up and so many updates , including fully weatherized top to bottom this past summer, Windows are new, upstairs has been painted 4 years ago and the

    Mike Kalil Watson Realty & Associates

    48 Kendall Ave, Rutland, VT 05701
  • /7

    $99,779 New Construction

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    81 Cramton Rd Unit Lot 17, Castleton, VT 05735

    Welcome to 81 Cramton Rd Lot 17 Castleton, VT where modern comfort meets affordability in Fort Warren MHP! This brand-new Redman NWS F25206-66 model manufactured home offers 2 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    81 Cramton Rd Unit Lot 17, Castleton, VT 05735
  • /19

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,147 Sq Ft

    8 Belmont Ave, Rutland, VT 05701

    Price Improvement! Welcome home to this beautifully refreshed three-bedroom gem nestled in one of Rutland's most desirable neighborhoods. This move-in ready house has been lovingly updated from top to bottom, making it the perfect opportunity for buyers looking for quality without the renovation headaches. Step inside and you'll immediately notice the freshly painted interior, giving every room a

    Brian Hill Remax Summit

    8 Belmont Ave, Rutland, VT 05701
  • /36

    $299,500

    • 2 Beds
    • 1.5 Baths
    • 1,710 Sq Ft

    6821 Vermont 30, Pawlet, VT 05761

    Set on just over five acres with sweeping views down the Mettawee Valley, this classic 1970s chalet offers privacy, scenery, and turnkey comfort. Set well back from the road, the home overlooks a beautiful open meadow and enjoys a peaceful, elevated setting. Inside, the open living space features cathedral ceilings and a fireplace(with wood stove insert), creating a warm and inviting atmosphere.

    Scott McChesney McChesney RE, Inc.

    6821 Vermont 30, Pawlet, VT 05761
  • /40

    $64,000

    • 1 Bath
    • 418 Sq Ft

    228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751

    Studio unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 161 Interval Use Period I is a studio unit that sleeps 2 guests on a full queen sized-bed (no murphy bed or sofa bed like most sleep two studio units). This unit meets the ADA requirements for handicapped accessibility. Ownership entitles the owner to 13 weeks of use per year.

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751
  • /27

    $2,875,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    68 Vistas Dr Unit 4, Killington, VT 05751

    NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high

    Kaitlyn Hummel Prestige Real Estate of Killington

    68 Vistas Dr Unit 4, Killington, VT 05751
  • /38

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    8 Charter Hill Dr, Rutland, VT 05701

    Beautifully Furnished Ranch in Desirable Rutland City Neighborhood. Welcome to this exceptional 3-bedroom, 2.5-bath single-family ranch, set on a generous quarter-acre corner lot in one of Rutland City’s most sought after neighborhoods. Offered fully furnished, this home is truly move-in ready and has been thoughtfully designed for comfort, privacy, and entertaining. The main level features an

    Noel Weeks Welcome Home Real Estate

    8 Charter Hill Dr, Rutland, VT 05701
  • /3

    $75,000

    • Land
    • 0.51 Acre
    • $147,059 per Acre

    0 South Ln, West Rutland, VT 05777

    Conforming, approved building lot with city utilities in street in established neighborhood w/recent closed comp at $300+. Sewer Connection Base Fee = $1170. $25 application fee. Water Connection Fee: $1425, add Meter for $540. Both of above + installation costs by licensed Contractors. Do the math: pour a slab, drop a Manufactured or Mobile Home on your own lot & own a brandy new home on a half

    Robert Balewicz Evergreen Realty of Vermont

    0 South Ln, West Rutland, VT 05777
  • /11

    $649,000

    • 3 Beds
    • 2 Baths
    • 980 Sq Ft

    422 Little Rutland Rd, Castleton, VT 05732

    Rare opportunity to own 50 feet of lakefront on the east side of Lake Bomoseen with two income-producinghomes on one property.Main House• 650 sq ft• 2 Bedrooms• 1 Full Bath• Half walk-out basement• Direct lake access• Ideal as a seasonal getaway, year-round residence, or rental.Separate Cottage• 475 sq ft• 11⁄2 Bedrooms• 1 Bath• Currently

    Derek Greene Derek Greene

    422 Little Rutland Rd, Castleton, VT 05732
  • /55

    $1,350,000

    • 5 Beds
    • 4 Baths
    • 3,640 Sq Ft

    96 Old Coach Rd, Killington, VT 05751

    This stunning Coventry Log Home, situated on 2.11 acres, is a true gem for outdoor enthusiasts and those seeking a peaceful mountain escape year-round. An added bonus is the ancillary unit with a separate entrance located over the garage.Savor breathtaking views of both Pico and Deer's Leap mountains. The elevated balcony deck is the perfect spot to enjoy a winter evening watching the snow

    James Hurley Four Corner Properties LLC

    96 Old Coach Rd, Killington, VT 05751
  • /12

    $69,900

    • 4 Beds
    • 1 Bath
    • 1,500 Sq Ft

    2984 Vermont 153, Pawlet, VT 05775

    Classic late 1800's Colonial home located in the center of the Village of Pawlet. This home offers four bedrooms, one bath in 1500 square feet. All on a 0.16 lot with a detached one car garage. Lot is level and open. Although she'll need some love -- she'll shine again!!

    Diana Lynn Harvey Alison McCullough Real Estate

    2984 Vermont 153, Pawlet, VT 05775
  • /14

    $169,000

    • Land
    • 49.9 Acres
    • $3,387 per Acre

    00 East St, North Clarendon, VT 05759

    GENEROUS 50-ACRE PARCELThis nearly 50-acre property provides extensive space for privacy, outdoor recreation, and long-term planning—ideal for gardeners, small hobby farms, or just enjoying Vermont’s natural beauty.The seller has already completed three test pits and will provide a Vermont State wastewater permit, saving you significant time and costs for septic approval—rare readiness at

    Mark Triller Real Broker LLC

    00 East St, North Clarendon, VT 05759
  • /20

    $995,000

    • 4 Beds
    • 3 Baths
    • 5,295 Sq Ft

    679 Rupert Hill Rd, Pawlet, VT 05761

    Live your BEST life here in this charming and quaint renovated farmhouse on 8 acres of private land with very little traffic. Come find your oasis in Green Mountains and you’ll have plenty of opportunities to reinvent yourself here. Enjoy cooking in this quintessential open concept farmhouse kitchen and dining area. Flooded with natural light from big beautiful, beveled glass window, you can

    Jason Saphire www.HomeZu.com

    679 Rupert Hill Rd, Pawlet, VT 05761
  • /8

    $295,000

    • Land
    • 25.3 Acres
    • $11,660 per Acre

    US U S 7, Rutland, VT 05701

    Originally part of the historic Baird Farm, this 25-acre parcel in Rutland Town offers a rare opportunity along bustling Route 7. With over 1,200 feet of road frontage and excellent visibility, the land is ideally suited for future business development or investment. Once farmed by a local family, this prime location combines Vermont heritage with commercial potential—an ideal setting for your

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

    US U S 7, Rutland, VT 05701
  • /60

    $1,274,000

    • 4 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    2734 Healdville Rd, Mount Holly, VT 05758

    When every window offers a view, the outside world feels close—yet comfortably held at a distance on winter days like these.Set high in the mountains at over 2,100 feet, this inviting contemporary retreat is surrounded by sweeping views in nearly every direction. Just minutes from Okemo Mountain Resort, 30 minutes to Killington, or 35 minutes to Bromley or Magic Mountain--outdoor recreation

    Gail Engel & Völkers Okemo

    2734 Healdville Rd, Mount Holly, VT 05758
  • /34

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    112 High Ridge Rd Unit D2, Killington, VT 05751

    Beautifully updated corner, end-unit two-bedroom, two-bath condo at High Ridge, one of Killington’s most desirable communities. This light-filled unit offers an open living, dining, and kitchen layout with winter views of the ski trails, granite countertops in the kitchen, and a cozy wood-burning, stone-faced fireplace. Recent upgrades include a renovated bathroom with granite counters, double

    Daniel Preston KW Vermont Woodstock

    112 High Ridge Rd Unit D2, Killington, VT 05751
  • /11

    $97,900

    • 4 Beds
    • 1 Bath
    • 1,585 Sq Ft

    82 Franklin St, Rutland, VT 05701

    This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed."ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash offers require 10% EMD. Rehab Offers must have one rehab bid in hand pre-offer, no exceptions. "New RRE Rules for FINCEN. transfers will be subject to reporting when buyers use

    April Shepard Twin State Realty LLC

    82 Franklin St, Rutland, VT 05701
  • /37

    $279,000

    • 3 Beds
    • 1 Bath
    • 1,843 Sq Ft

    242 Clarendon Rd, Wallingford, VT 05773

    Set on over two picturesque acres in beautiful Wallingford, Vermont, this charming three-bedroom, one-bath home offers the perfect blend of privacy, comfort, and scenic views. Surrounded by nature and open space, you’ll enjoy peaceful country living with room to relax, garden, or simply take in the landscape. Inside, the home features a warm and inviting layout highlighted by a stunning large

    Rhonda Nash Welcome Home Real Estate

    242 Clarendon Rd, Wallingford, VT 05773
  • /20

    $28,000

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    94 Rabtoy Ln Unit Lot 7, Clarendon, VT 05759

    2-bedroom mobile home is now available for purchase. Located in a small mobile home park that is easily accessible. The yard that the mobile home sits on is surprisingly generous. Plenty of play space or garden space. There is a small shed for your use as well. You will enjoy a good-sized deck that is partially covered. Inside you will find a good layout. There is a large primary bedroom at one

    Betty McEnaney Diamond Realty

    94 Rabtoy Ln Unit Lot 7, Clarendon, VT 05759
  • /55

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,890 Sq Ft

    68 Jackson Ave, Rutland, VT 05701

    Discover the perfect blend of classic charm and modern convenience in this stunning 4-bedroom, 2-bathroom home that's sure to capture your heart. At just $339,000 for 1,890 square feet, on 0.21 acres, this gem offers incredible value in today's market. Step inside & feel at home- rich hardwood floors flow seamlessly throughout the home, creating warmth and continuity from room to room. The

    Rachael Rogala Lange & Lange

    68 Jackson Ave, Rutland, VT 05701
  • /11

    $165,000

    • Land
    • 11.3 Acres
    • $14,602 per Acre

    Lot 4A U S 4, Killington, VT 05751

    Last lot left in Skye Ridge Development, build your dream getaway and enjoy the benefits of a private community with protective covenants and convenient access to all the outdoor recreation amenities that Killington has to offer - skiing, snowboarding, mountain biking, hiking and more. This lot is cleared and is conveniently located less than a mile from the Skyeship gondola and base lodge

    Bret Williamson Killington Valley Real Estate

    Lot 4A U S 4, Killington, VT 05751
  • /57

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    1851 Vermont 30, Pawlet, VT 05761

    Step back in time while enjoying the best of Vermont living with this beautiful brick farmhouse, originally built in 1820, set on 9.89 picturesque acres in Pawlet, VT. Offering 2,769 square feet of living space, this charming single-family home features 4 bedrooms and 3 bathrooms, brimming with timeless character throughout. Inside, you’ll find wide pine floors, two staircases, and inviting

    David Shehadi Josiah Allen Real Estate, Inc.

    1851 Vermont 30, Pawlet, VT 05761
  • /56

    $990,000

    • 5 Beds
    • 5 Baths
    • 4,300 Sq Ft

    49 Sherri Ln, North Clarendon, VT 05759

    Welcome to your own private sanctuary nestled in a small, peaceful community with spectacular mountain views in every season. This fully renovated home blends comfort, craftsmanship, and thoughtful design throughout. Step inside to discover a bright and airy living space featuring beautiful hardwood and softwood flooring, radiant heat for year-round comfort, and central air conditioning for those

    Joshua Lemieux Remax Summit

    49 Sherri Ln, North Clarendon, VT 05759
  • /8

    $124,900

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    117 Plain St, Rutland, VT 05701

    This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed."ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash offers require 10% EMD. Rehab Offers must have one rehab bid in hand pre-offer, no exceptions."New RRE Rules for FINCEN. transfers will be subject to reporting when buyers use

    April Shepard Twin State Realty LLC

    117 Plain St, Rutland, VT 05701
  • /15

    $29,995

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft

    180 Stratton Rd, Rutland, VT 05701

    3 Bedroom 2 Bath Mobile home in good condition being sold "as is."

    Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

    180 Stratton Rd, Rutland, VT 05701
  • /27

    $599,000

    • 4 Beds
    • 3 Baths
    • 1,750 Sq Ft

    303 Winding Way, Killington, VT 05751

    Recent rehab, immaculately kept, fully furnished & ready to use for this season. Latest updates include hardwood flooring; kitchen w/stainless steel appliances; center island; super efficient HW/Heating system & hot water heater. Hot Springs hot tub on deck with gorgeous mountain views. Want some passive income to pay some of the bills? This property rents every time the owner makes it available.

    Robert Balewicz Evergreen Realty of Vermont

    303 Winding Way, Killington, VT 05751
  • /25

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    380 Stratton Rd, Rutland, VT 05701

    Location,location! This home is located just down the road from the Regional Hosipital,North East Elementary School,South Main Street shopping. The home is located in Rutland City but is sitting on .6 acres of land. The home has bedroom and 2 full baths on the first floor. The home has a very modern kitchen with granite counter tops. There is washer/dryer hookups on the first floor. There is a

    Ed Patch Green Mountain Premiere Properties

    380 Stratton Rd, Rutland, VT 05701
  • /32

    $309,000

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    130 Curtis Ave, Rutland, VT 05701

    Ideally situated in Rutland City, this well-cared-for home offers a highly convenient location close to downtown, shopping, dining, schools, and medical services. Set on a manageable 0.30-acre city lot, the property has benefited from approximately $90,000 in updates and renovations since 2019, including buttoning up the home via Efficiency Vermont, reflecting great pride of ownership and

    Jeremy Collins Ridgeline Real Estate

    130 Curtis Ave, Rutland, VT 05701
  • /32

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,395 Sq Ft

    24 S Main St Unit 2, Rutland, VT 05701

    The Sycamore Inn: Rich in history and timeless appeal, this distinctive home is part of a stately mid-1800s property once known as the Governor’s Mansion. In the early 1980s, the residence was thoughtfully restored and converted into a limited collection of condominium homes, preserving the craftsmanship and architectural detail of its era. Unit #2 is conveniently located on the first floor

    Mark Triller Real Broker LLC

    24 S Main St Unit 2, Rutland, VT 05701
  • /45

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,988 Sq Ft

    538 Basin Rd, Brandon, VT 05733

    Nestled in the charming village of Forest Dale in Brandon, you’ll find this quintessential Vermont home. With two acres of level, usable, and fully fenced land, you’ll have space for all your outdoor hobbies. The home has plenty of space inside with four bedrooms and two bathrooms. The first-floor layout offers flexibility for living space, working from home, and formal dining. Characterful

    Genevieve Smyth BHHS Vermont Realty Group/Vergennes

    538 Basin Rd, Brandon, VT 05733
  • /14

    $569,500

    • 4,329 Sq Ft

    107 Franklin St, Rutland, VT 05701

    One of Rutland's most unique properties, in a very convenient location within an easy walking distance to downtown. Creatively designed and meticulously cared for, there is more to see than meets the eye. Close to skiing, golf, lakes and other recreation such as the renowned Pine Hill Bike Trail system. Owned and occupied for decades by a local professional who not only lived in the gorgeous

    Christopher Fucci Chris Fucci Associates, LTD

    107 Franklin St, Rutland, VT 05701
  • /32

    $320,000

    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    180 High Ridge Rd Unit J10, Killington, VT 05751

    Ski in to this tastefully decorated one-bedroom, one-bathroom condo. Use it yourself and/or make some money from this popular rental property. In move-in condition, the updated interior features modern finishes, clean lines and a contemporary palette of colors. The open concept kitchen/living area welcomes abundant natural light and faces the woods, providing privacy and tranquility. A few of

    Heidi Bomengen Prestige Real Estate of Killington

    180 High Ridge Rd Unit J10, Killington, VT 05751
  • /26

    $440,000

    • 2 Beds
    • 2 Baths
    • 1,331 Sq Ft

    106 Fox Hollow Village Unit C4, Mendon, VT 05701

    Wonderful primary residence, vacation getaway, or income-producing rental opportunity. This spacious Fox Hollow two-bedroom, two-bath condominium offers classic Vermont charm with a floor-to-ceiling wood-burning brick fireplace, welcoming mudroom, and a private deck for relaxing after a day outdoors. Efficient gas heat adds year-round comfort. Ideally located in a central mountain setting, the

    Bret Williamson Killington Valley Real Estate

    106 Fox Hollow Village Unit C4, Mendon, VT 05701
  • /8

    $170,000

    • Land
    • 1.2 Acres
    • $141,667 per Acre

    0 Winding Way, Killington, VT 05751

    This 1.2-acre wooded property offers a unique opportunity to build your dream ski home. Enjoy direct views of Pico and Killington after clearing trees on the gentle sloping land. Located just a short drive from New England's best ski mountains, the property is also close to Green Mountain National Golf Course and the Sherburne Trails mountain bike network.A state-approved wastewater permit

    Jason Saphire www.HomeZu.com

    0 Winding Way, Killington, VT 05751

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