Rutland County VT Homes for Sale

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  /32

  $390,000

  • 1 Bed
  • 1 Bath
  • 1,154 Sq Ft

  870 Little Sherburne Rd, Killington, VT 05751

  100% off grid seclusion! 12.4 acres in the heart of the Green Mountains! A pond, a small field and plenty of trees add to the natural beauty! This property is within ten minutes of the Killington Access Road. A VASA trail is on the road in front of the house and there is a walking trail that goes to the “Top of the World” viewing area just a short walk from the home. The town maintains the road

  Ed Savage Gilbert Realty and Development

  870 Little Sherburne Rd, Killington, VT 05751
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  /34

  $499,000

  • Land
  • 115.41 Acres
  • $4,324 per Acre

  00 East Rd, Tinmouth, VT 05773

  Exceptional 115-Acre Vermont Opportunity with Lake Frontage and Panoramic ViewsDiscover your private slice of Vermont paradise with this remarkable 115-acre parcel just outside Tinmouth. This rare property features over 25 acres of rolling open meadows—perfect for horses, farming, or simply enjoying sweeping views. Winding trails lead you through mature hardwood and hemlock forests, creating

  Robin Chesnut-Tangerman McChesney RE, Inc.

  00 East Rd, Tinmouth, VT 05773
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  /59

  $2,395,000

  • 5 Beds
  • 4.5 Baths
  • 4,318 Sq Ft

  37 High Mountain Rd, Killington, VT 05751

  With its massive entry portico, prominent staircase and bold architectural details, this impressive log home evokes the cozy comfort of a grand Adirondack lodge. High ceilings, floor to ceiling glass and prominent stone hearths reinforce the rugged, yet elegant feel. Located within the exclusive Ridgetop Estates development, which consists of only 9 lots, this lovely property is just minutes from

  Bret Williamson Killington Valley Real Estate

  37 High Mountain Rd, Killington, VT 05751
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  /39

  $985,000

  • 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
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  /59

  $2,675,000

  • 3 Beds
  • 5 Baths
  • 4,321 Sq Ft

  426 Roaring Brook Rd, Killington, VT 05751

  Stunning Killington Estate, Stellar Location! This fabulous property has expansive mountain views in a Vermont setting. Enjoy privacy while being less than 1/2 a mile to the Killington restaurants/nightlife & 2 miles to the K1 Lodge. This property has the extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. The recent renovations by renowned

  Marni Rieger KW Vermont-Killington

  426 Roaring Brook Rd, Killington, VT 05751
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  /34

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,707 Sq Ft

  6 Moonbrook Dr, Rutland, VT 05701

  Unlock the potential of this 4-Bedroom 2.5 bath contemporary home nestled in a tranquil sought after Rutland community.A modern eat-in kitchen boasts cherry cabinets, quartz countertops, wood-look tile flooring, recessed lighting and direct, sliding glass door, access to a private 20 x 11 deck. The first floor has a primary bedroom with an en suite bath, with a walk-in closet,

  Mark Triller Real Broker LLC

  6 Moonbrook Dr, Rutland, VT 05701
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  /29

  $183,000

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  14 Anderson St, West Rutland, VT 05777

  Located in West Rutland, this spacious traditional-style home offers incredible potential for investors or buyers ready to bring their vision to life. The home includes 4 bedrooms and 2 bathrooms, offering ample space for a growing family. While the interior is in need of significant cleaning and renovation it presents a fantastic opportunity, with solid bones and a functional layout, to create

  Karen Heath Four Seasons Sotheby's Int'l Realty

  14 Anderson St, West Rutland, VT 05777
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  /47

  $499,000

  • 6 Beds
  • 4 Baths
  • 5,264 Sq Ft

  1851 York Street Extension, Poultney, VT 05764

  Rarely does a property offer this much—space, privacy, and resort-style amenities—all in one. Set on nearly an acre, this expansive home features over 5,000 finished sq ft with 6 bedrooms, 4 bathrooms, and flexible living space throughout. Completely rebuilt down to the foundation in 2001, the home offers the peace of mind of modern construction with the charm of a well-established setting. The

  Mandolyn McIntyre Crow Real Broker LLC

  1851 York Street Extension, Poultney, VT 05764
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  /6

  $425,000

  • 6,353 Sq Ft

  326 Main St, West Rutland, VT 05777

  Great opportunity for the savvy investor, 6 unit multi family which produces over $88,000 in gross income per year and over $58,000 in net income per year , CAP RATE at asking price is over is 13.5% , this property is offered with other two properties by the same owner a 2 family and A single family home , all are adjacent to each other

  Mike Kalil Watson Realty & Associates

  326 Main St, West Rutland, VT 05777
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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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  /53

  $699,000

  • 5 Beds
  • 2 Baths
  • 1,738 Sq Ft

  30 Ridge Rd, Killington, VT 05751

  Stunning Turnkey Property in the Heart of Killington – Mountain Views, Modern Comfort, and Outdoor Adventure!Welcome to your dream mountain getaway! This beautifully updated home in Killington blends comfort, rustic charm, and year-round adventure. Whether you're seeking a personal retreat, family vacation spot, or a high-demand investment property, this turnkey gem is ready for

  Will Spanos KW Vermont-Killington

  30 Ridge Rd, Killington, VT 05751
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  /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

  Mark Noble Welcome Home Real Estate

  40 Raiches Cross Rd, Danby, VT 05739
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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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  /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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  /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
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  /12

  $300,000

  • 7,886 Sq Ft

  135 Grove St, Rutland, VT 05701

  Bring your vision and tools—this massive property is ready for transformation. Once a 23-room boarding house, this impressive structure has been partially converted into a 4-5 unit multifamily building, with each unit designed to have 4+ bedrooms when complete. One of the units has been thoughtfully designed to meet ADA requirements. The groundwork has been laid, but there's still a long way to

  Betsy Adamovich Real Broker LLC

  135 Grove St, Rutland, VT 05701
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  /31

  $345,000

  • 5 Beds
  • 1 Bath
  • 1,687 Sq Ft

  416 Upper Rd, Poultney, VT 05764

  Back on Market due to buyer's inability to meet financing contingency. Take advantage of this opportunity to own this quintessential Vermont Farmhouse situated on 8+ acres with barn, outbuildings and oversized two car garage plus workshop with lower and upper-level storage. This property offers the opportunity for animals and crops with some tillable acres. The five bedrooms provide ample room

  Suanne Ohl Northland Real Estate

  416 Upper Rd, Poultney, VT 05764
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  /10

  $275,000

  • Land
  • 7.85 Acres
  • $35,032 per Acre

  Lot 5 Mission Farm Rd, Killington, VT 05751

  To build an epic mountain getaway you need an epic location, and this Killington building lot on Mission Farm Road is just that. The hard work is already done here - this 7.85 acre lot comes pre-cleared and complete with a site plan, house plans, a Vermont wastewater permit for a 7 bedroom home, and an elevated building site. The lot is located within a minute’s drive from Killington Resort’s

  Bret Williamson Killington Valley Real Estate

  Lot 5 Mission Farm Rd, Killington, VT 05751
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  /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
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  /30

  $79,000

  • 1 Bath
  • 646 Sq Ft

  135 E Mountain Rd Unit 1F7, Killington, VT 05751

  Mountain Green, Building 1 F level studio, fully furnished and equipped ready to be used or rented. Mountain Green is located on the Killington shuttle route with the Killington Golf course out your back door. Amenities include outdoor pool, indoor pool/hot tub with exercise facility, sauna, steam room, massage rooms as well as a ski/snowboard shop, game room and a restaurant all located in

  Bret Williamson Killington Valley Real Estate

  135 E Mountain Rd Unit 1F7, Killington, VT 05751
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  /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
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  /40

  $124,000

  • 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

  Shannon Handrahan

  137 E Mountain Rd Unit 2D8, Killington, VT 05751
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  /35

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  8 3rd St, Fair Haven, VT 05743

  Welcome to this 3 Bedroom 1 3/4 Bath home located on a quiet dead end street a short distance from the high school and shopping amenities. The home has such a beautiful flow in the downstairs living spaces and the rooms are such nice sizes. There are two options for your living room. The hardwood floors are in really nice shape. The master bedroom boasts it's very own room sized closet. Wow, you

  Cynthia Hollister NY and VT Real Estate Company

  8 3rd St, Fair Haven, VT 05743
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  /36

  $399,900

  • 3 Beds
  • 3 Baths
  • 1,775 Sq Ft

  416 River St, Fair Haven, VT 05743

  FAIR HAVEN: This 1884 Cape is like a brand new house and has been significantly renovated since 2021. It includes an amazing interior, 3 bedrooms and 3 new baths. Old living room was transformed into a Primary bedroom with an ensuite bathroom, equipped with a jacuzzi tub and separate shower. Steep stairs were relocated and changed into a grand staircase, all new windows, old slate roof is now

  Melissa Loughan Westside Real Estate

  416 River St, Fair Haven, VT 05743
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  /29

  $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

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1300 Mountain Rd, Ludlow, VT 05149
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  /48

  $1,685,000

  • 3 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  191 Trailview Dr, Killington, VT 05751

  KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION!Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity.Step inside to a bright

  Daniel Pol Killington Pico Realty

  191 Trailview Dr, Killington, VT 05751
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  /29

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  996 Lincoln Hill Rd, Cuttingsville, VT 05738

  Picture yourself living on your own hilltop with unmatched 180-degree views. As winter settles in, you will be within 20 minutes of Okemo Ski Resort and 45 minutes of Killington - location, location, location. The Town of Shrewsbury is located between the resort towns of Manchester and Woodstock, offering countless options for entertainment and dining. The home offers total privacy; it is

  Jason Saphire www.HomeZu.com

  996 Lincoln Hill Rd, Cuttingsville, VT 05738
• 

  

  /60

  $1,650,000

  • 7 Beds
  • 5.5 Baths
  • 6,415 Sq Ft

  444 Tin Shanty Rd, Cuttingsville, VT 05738

  Discover the beauty of this private 124 acre country estate perfectly situated between Okemo Mountain Resort and Killington Resort, two of Vermont’s premier ski destinations. Surrounded by the Calvin Coolidge State Forest, this 7-bedroom, 6-bath retreat offers unmatched seclusion, mountain views, and a true connection to the outdoors. From nearly every room, take in sweeping views of the Green

  Mendi Michael Engel & Völkers Okemo

  444 Tin Shanty Rd, Cuttingsville, VT 05738
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  /49

  $194,000

  • 2 Beds
  • 2 Baths
  • 1,057 Sq Ft

  228 E Mountain Rd Unit 321/323 Interval I, Killington, VT 05751

  The Killington Grand Hotel is just steps away from the ski lifts and adjacent to the proposed Killington Village, the most exciting new ski village in decades. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This upper level two-bedroom lockout unit is the perfect space to relax and recharge after a day on the mountain. It

  Kyle Kershner Killington Pico Realty

  228 E Mountain Rd Unit 321/323 Interval I, Killington, VT 05751
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  /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
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  /46

  $139,000

  • 1 Bed
  • 2 Baths
  • 777 Sq Ft

  228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751

  NEW PRICE at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 169/171 Interval Use Period I is a 1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. This owner is pricing the unit aggressively for a quick sale. Ownership entitles the owner to 13 weeks of use per year. This "L" floor plan sleep 8 unit with

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751
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  /13

  $749,000

  • 4 Beds
  • 4 Baths
  • 6,740 Sq Ft

  3892 U S 7, Pittsford, VT 05763

  Welcome to a prime investment opportunity in the heart of an up-and-coming area. This property boasts a cap rate over 9%, generating impressive monthly income with minimal expenses. With solid tenants in place, including both commercial and multi-family occupants, this is a turnkey operation for any savvy investor looking to capitalize on the current rental market. Don't miss out on this chance

  Brian Hill Remax Summit

  3892 U S 7, Pittsford, VT 05763
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  /60

  $733,000

  • 4 Beds
  • 4 Baths
  • 3,653 Sq Ft

  1595 Healdville Rd, Mount Holly, VT 05758

  Two Unique Homes on 16.5 Acres Near Okemo Mountain Resort and Other Outdoor Recreation Opportunities!Discover an exceptional Vermont retreat just 10 minutes from Okemo Mountain Resort—featuring two distinctive homes on 16.5 private acres in Mount Holly. Surrounded by forest, open meadows, and a peaceful stream, this property offers the perfect mix of natural beauty and year-round

  Gail Engel & Völkers Okemo

  1595 Healdville Rd, Mount Holly, VT 05758
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  /31

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  238 S Main St, Danby, VT 05739

  Discover a unique opportunity to own 2 homes. Own a refreshed, turn-key 3-bed, 2- bath manufactured home on a generous 0.95-acre lot in picturesque Danby Vermont, which currently is a furnished income producing Airbnb. And also own the original farmhouse on the same premises that awaits your renovation, allowing you to live comfortably in the manufacture home while restoring a piece of Vermont's

  Mark Triller Real Broker LLC

  238 S Main St, Danby, VT 05739
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  /60

  $599,000

  • 3 Beds
  • 3,978 Sq Ft

  25 & 31 North St, Proctor, VT 05765

  Franklin’s Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town’s social life, the almost 4000 square foot building, complete with two income producing apartments, sits on a 16.78 Acres of land

  Zachary Zupan EXP Realty

  25 & 31 North St, Proctor, VT 05765
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  /46

  $499,000

  • 3 Beds
  • 3,978 Sq Ft

  25 North St, Proctor, VT 05765

  Franklin’s Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town’s social life, the over 4000 square foot building, complete with two income producing apartments, sits on a 5.66 Acre parcel. This

  Zachary Zupan EXP Realty

  25 North St, Proctor, VT 05765
• 

  

  /31

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  33 River St, Fair Haven, VT 05743

  FAIR HAVEN: An Investors dream; Both units have been very renovated over and all EMP's are up to date with the state. The rents are great and could even be brought up to "market rents" to reach desired cap rate. The current seller has put a tremendous amount of work into the property over the years. Vinyl windows and siding for easy maintenance & efficient units meant to withstand the cold

  Owen Loughan Westside Real Estate

  33 River St, Fair Haven, VT 05743
• 

  

  /20

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  850 Sugarwood Hill Rd, Rutland, VT 05701

  Nestled on 4.1 private acres in a well-regarded Rutland Town neighborhood, this 3-bed, 2-bath residence offers both privacy and potential. With 1,558?sq?ft of living space, a wood-frame structure, and a durable metal roof, it’s a retreat that awaits your personal touch. Surrounded by mature trees and open green space, this home features a generous lot with easy access and year-round appeal. For

  Christopher Fucci Chris Fucci Associates, LTD

  850 Sugarwood Hill Rd, Rutland, VT 05701
• 

  

  /59

  $999,999

  • 4 Beds
  • 2.5 Baths
  • 5,882 Sq Ft

  13 Vermont 22a, Fair Haven, VT 05743

  A Once-in-a-Lifetime Legacy Estate – 221-Year-Old Historic Property: Step back in time with this extraordinary 221-year-old estate, a generational treasure owned by the same family for over 2 centuries. Nestled on 80+ acres of pristine land, this property is a rare blend of history, grandeur, and natural beauty. The centerpiece is a magnificent historic home, meticulously preserved, offering

  Joshua Lemieux Remax Summit

  13 Vermont 22a, Fair Haven, VT 05743
• 

  

  /50

  $288,000

  • 2 Beds
  • 2 Baths
  • 810 Sq Ft

  133 E Mountain Rd Unit 3D5, Killington, VT 05751

  Spacious and well-appointed 2-bedroom, 2-bath, two-story unit in Building 3 of the Mountain Green complex. Enjoy convenient access to all the amenities Mountain Green has to offer—right within your building! Prime location within walking distance of the proposed new village in Killington. The complex is undergoing renovations, including new siding and roofs, giving it a fresh, modern look that

  Daniel Pol Killington Pico Realty

  133 E Mountain Rd Unit 3D5, Killington, VT 05751

Showing Results 241 - 280, Page 7 of 9