Rutland County VT Homes for Sale

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  /28

  $150,000

  • 4 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  119 N Main St, Rutland, VT 05701

  Solid family home in the heart of Rutland City. This home just needs some updating but has good bones. The first floor offers a Kitchen, dining room and large living room with fireplace which current owner does not use. There is also a pellet stove for added heat. The second floor offers 4 big bedrooms and a full bath. Hardwood floors throughout, beautiful natural woodwork and glass French doors

  Max Walker Watson Realty & Associates

  119 N Main St, Rutland, VT 05701
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  /15

  $599,000

  • 12 Beds
  • 6 Baths
  • 3,363 Sq Ft

  17 Kingsley Ct, Rutland, VT 05701

  Excellent 12.35% Cap Rate at asking! Prime Multi-Family Investment Opportunity in Rutland City. Your next investment opportunity awaits! This 6-unit multifamily property offers six (6) 2-bedroom, 1-bath units featuring open-concept floor plans designed for comfortable, efficient living. Tenants are responsible for their own electric, helping to keep operating costs low and returns strong. With

  Betsy Adamovich Real Broker LLC

  17 Kingsley Ct, Rutland, VT 05701
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  /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
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  /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
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  /44

  $284,500

  • 7 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2830 Stage Rd, Benson, VT 05743

  A rare opportunity to own a largely renovated, income-producing multi-family property that blends historic Vermont charm with modern efficiency. Listed for under appraised value! Originally built circa 1865, this classic farmhouse has been thoroughly updated, allowing for immediate ownership without additional capital investment. Improvements include new plumbing, HVAC, electrical, vinyl windows,

  Betsy Adamovich Real Broker LLC

  2830 Stage Rd, Benson, VT 05743
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  /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
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  /26

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft

  48 Killington Ave, Rutland, VT 05701

  Looking to get into home ownership and like the thought of having a tenant help offset your mortgage? Look no further! This well-maintained two-unit property is ideal in size, condition, and location. The first floor is currently vacant, making it the perfect opportunity for an owner-occupant to move right in, or for an investor to hand-pick their own tenant. Thoughtful upgrades throughout

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  48 Killington Ave, Rutland, VT 05701
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  /35

  $319,500

  • 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
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  /9

  $175,000

  • Land
  • 29 Acres
  • $6,034 per Acre

  220 Gloria Ave, Rutland, VT 05701

  Prime 29± acres in Rutland Town offering exceptional development potential—commercial, residential, or a thoughtful mixed-use vision (subject to approvals). Gently rolling topography with multiple potential building sites, mountain-view corridors, and access from Post Road, Gloria Ave and Blue Ridge Drive. Minutes to U.S. Route 7, downtown Rutland, and ~20 minutes to Killington Resort. Electric

  Andy Paluch Longview Commercial Real Estate

  220 Gloria Ave, Rutland, VT 05701
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  /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
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  /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
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  /59

  $4,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,826 Sq Ft

  558 Trailview Dr, Killington, VT 05751

  Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of

  Kyle Kershner Killington Pico Realty

  558 Trailview Dr, Killington, VT 05751
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  /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
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  /31

  $265,000

  • 2 Beds
  • 1 Bath
  • 1,458 Sq Ft

  115 Killington Ave, Rutland, VT 05701

  Perfect, cute, and convenient — this charming home delivers big appeal where location truly matters. Recently brought back to life, this adorable property has been thoughtfully refreshed with a all-new kitchen with appliances, new bathroom, updated flooring, fresh paint, and numerous modern touches that make it feel like new. Warm natural light fills every room, creating an inviting and cheerful

  Will Spanos KW Vermont-Killington

  115 Killington Ave, Rutland, VT 05701
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  /50

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  59 Cherry St, Rutland, VT 05701

  Welcome Home to this charming and spacious 3-bedroom, 1.5-bath Colonial-style home located in Rutland City. This classic residence offers a comfortable layout with generous living spaces and plenty of character throughout. Features include a brand new heating system, multiple bonus rooms and a nice-sized yard, perfect for outdoor enjoyment. Conveniently located close to shopping, dining, schools,

  Rhonda Nash Welcome Home Real Estate

  59 Cherry St, Rutland, VT 05701
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  /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
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  /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
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  /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
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  /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
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  /20

  $235,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  90 River St, Rutland, VT 05701

  Welcome to 90 River Street—well-maintained and packed with features buyers and renters love. This bright, roomy 2 unit multi-family, offers hardwood floors, spacious living areas, and off-street parking—all just minutes from downtown Rutland’s shops, restaurants, and public transit.Enjoy a large back yard perfect for gardening, recreating, or relaxing—rare in such a central location. The

  Mark Triller Real Broker LLC

  90 River St, Rutland, VT 05701
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  /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
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  /40

  $109,000

  • 1 Bed
  • 1 Bath
  • 613 Sq Ft

  137 E Mountain Rd Unit 2D8, Killington, VT 05751

  Mountain Green Resort has it all right here, indoor pool, steam room, sauna, gym and outdoor pool. That's not all, there is a seasonal restaurant, ski shop and property manager on site. Currently undergoing a full renovation of the exterior for all three building including, siding, roofs, windows, sliders and more! Once completed this will be a stunning modern resort with across the street access

  Nathan Mastroeni

  137 E Mountain Rd Unit 2D8, Killington, VT 05751
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  /60

  $1,299,000

  • 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
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  /13

  $99,500

  • Land
  • 5.12 Acres
  • $19,434 per Acre

  0 Mckinley Ave, Rutland, VT 05701

  GORGEOUS 5.1-ACRE LOT IN RUTLAND TOWN – Rarely available building lot offering rolling meadows, river frontage, and stunning mountain views. Accessed by a 54’ right-of-way off McKinley Lane, this parcel opens into a picturesque meadow, providing the perfect setting to build your dream home. Highly rated elementary school just minutes away, plus school choice for high school, makes this a win/win

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

  0 Mckinley Ave, Rutland, VT 05701
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  /52

  $1,290,000

  • 5 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  65 Roaring Brook Rd, Killington, VT 05751

  Located in the heart of the Killington Basin, this striking contemporary home offers the ideal blend of mountain access, privacy, and space to gather—perfect for a Vermont second home or year-round retreat. With five bedrooms and three and a half baths, there’s room for everyone, whether you’re hosting ski weekends, holidays, or summer escapes. At the center of the home is a sunken living room

  Nathan Mastroeni

  65 Roaring Brook Rd, Killington, VT 05751
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  /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
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  /32

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,168 Sq Ft

  774 E Mountain Rd Unit D4, Killington, VT 05751

  Ski directly back and shuttle out to this two-level, 3-bedroom, 21⁄4-bath fully furnished and equipped Edgemont Townhouse, ideally located in a central setting close to the proposed village and directly on the shuttle route.This unit offers beautiful winter ski-trail views from both the living room and the primary bedroom, each featuring oversized new sliding glass doors that open to private

  Bret Williamson Killington Valley Real Estate

  774 E Mountain Rd Unit D4, Killington, VT 05751
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  /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
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  /57

  $725,000

  • 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
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  /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
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  /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, reflecting strong pride of ownership and thoughtful investment. The home features two bedrooms, one

  Jeremy Collins Ridgeline Real Estate

  130 Curtis Ave, Rutland, VT 05701
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  /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
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  /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
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  /14

  $589,500

  • 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
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  /12

  $125,000

  • Land
  • 1.9 Acres
  • $65,789 per Acre

  0 Doubleday Hill Rd, Killington, VT 05751

  Wonderful Killington Location with Views! Close to the Killington Access Road, across the street from Green Mountain National Golf Course, and near access to endless mountain biking and hiking trails. Build your dream retreat on 1.9 +/- acres in the heart of Killington. In 2017, the property had perc testing for septic done and the property can support a 3 or 4 bedroom home. Sweet spot come check

  Will Spanos KW Vermont-Killington

  0 Doubleday Hill Rd, Killington, VT 05751
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  /32

  $327,900

  • 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
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  /32

  $665,000

  • 14 Beds
  • 8 Baths
  • 5,836 Sq Ft

  37 Killington Ave, Rutland, VT 05701

  Exceptional 13.37% Cap Rate at asking! Prime Multi-Family Investment Opportunity in Rutland City. Your next investment opportunity is here! This well-maintained 8-unit multifamily property features a desirable and diversified unit mix of six (6) 2-bedroom, 1-bath units and two (2) studio apartments. The building has been thoughtfully cared for and is supported by many long-term tenants,

  Betsy Adamovich Real Broker LLC

  37 Killington Ave, Rutland, VT 05701
• 

  

  /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
• 

  

  /43

  $1,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,262 Sq Ft

  960 E Pittsford Rd, Rutland, VT 05701

  A WORKING EQUESTRIAN ESTATE THAT FEELS LIKE A LUXURY HOME RETREAT. Great curb appeal, with a paved driveway lined by handsome wood posts and lanterns, sets the tone for this exquisite equestrian estate, blending timeless Vermont charm with luxurious living and a strong income. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was

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

  960 E Pittsford Rd, Rutland, VT 05701

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