Rutland County VT Homes for Sale

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  /36

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  7 High St, Brandon, VT 05733

  Some know it as the Bow House, others call it the Acorn House, but perhaps it's time to call it home. Rich in charm and character, this distinctive residence draws inspiration from the rare New England bow roof tradition, a style rooted in Maritime craftsmanship and celebrated for its graceful curved roofline. Originally influenced by the techniques of shipwrights and carpenters who built wooden

  

  Amey Ryan

  IPJ Real Estate

  7 High St, Brandon, VT 05733
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  /46

  $399,000

  $50K PRICE DROP

  • 3,323 Sq Ft

  1330 & 1340 Grove St, Brandon, VT 05733

  Well-located mixed-use investment property along the Route 7 corridor, equidistant between Middlebury and Rutland and just minutes from downtown Brandon. The main building features a street-level commercial space currently operating as a successful yoga/pilates studio (with specialized heating for hot yoga), offering excellent visibility and ample on-site parking. Residential components include a

  

  Amey Ryan

  IPJ Real Estate

  1330 & 1340 Grove St, Brandon, VT 05733
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  /35

  $550,000

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  26 Park St, Brandon, VT 05733

  Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, this stunning home seamlessly blends timeless character with modern updates. Improvements include a gorgeous new kitchen, updated bathrooms, refinished floors, new windows, spray foam insulation, boiler, water heater, electrical, plumbing, and much more. The flexible floor plan features a first-floor bedroom

  

  Beth Stanway

  IPJ Real Estate

  26 Park St, Brandon, VT 05733
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  /8

  $149,900

  $10K PRICE DROP

  • Land
  • 10.09 Acres
  • $14,856 per Acre

  4878 Old Stage Rd, Benson, VT 05743

  10-Acre Wooded Retreat with Primitive Camp – Prime Vermont Hunting Land Discover your own slice of the Green Mountain State with this 10-acre wooded parcel nestled in the heart of Vermont. Perfect for outdoor enthusiasts, this secluded property offers a peaceful setting ideal for hunting, camping, or simply escaping the hustle of everyday life. Tucked away among mature hardwoods and evergreens,

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  4878 Old Stage Rd, Benson, VT 05743
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  /8

  $799,000

  • 3,817 Sq Ft

  3261 Route 30 N, Castleton, VT 05735

  Lake Bomoseen Duplex with Deep Water Access Discover a rare opportunity on the shores of beautiful Lake Bomoseen. This well-positioned duplex offers the perfect combination of waterfront living and investment potential, featuring coveted deep-water access ideal for boating, swimming, fishing, and enjoying all that Vermont’s largest freshwater lake has to offer. Each unit provides comfortable

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  3261 Route 30 N, Castleton, VT 05735
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  /29

  $539,000

  • 6,557 Sq Ft

  53-55 Vt Route 30 N, Castleton, VT 05735

  Prime Location at Castleton Four Corners !! Three buildings offering multiple uses including 3 residential rental units, 1 commercial space and 1 large 32 x 80 storage barn. All units upgraded as rentals changed. Only 1 unit left to renovate with long term tenant. This property offers an excellent investment opportunity with a great return on investment!! Financial statement's available upon

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  53-55 Vt Route 30 N, Castleton, VT 05735
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  /16

  $189,900

  $20K PRICE DROP

  • 1 Bath
  • 650 Sq Ft

  207.5 Dorr Dr, Rutland City, VT 05701

  This unique Rutland City property has been completely renovated with all-new electrical and plumbing systems, offering modern efficiency and peace of mind. If you’re looking for low-maintenance, efficient living, look no further! The property features a thoughtfully designed studio unit situated above a spacious two-bay garage. Need additional living space? The flexible layout offers the

  

  Hughes Group Team

  Casella Real Estate

  207.5 Dorr Dr, Rutland City, VT 05701
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  /2

  $50,000

  $5K PRICE DROP

  • Land
  • 19,166 Sq Ft
  • $113,636 per Acre

  0086 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.44 acre lot with town sewer available. Vermont State Waste Water Permit in place!! These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0086 Rosewood Ln, Castleton, VT 05735
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  /41

  $489,000

  • 5 Beds
  • 1 Bath
  • 1,472 Sq Ft

  1044 Point of Pines Rd, Castleton, VT 05735

  Step into timeless Adirondack charm with this beautifully updated turn-of-the-century cottage located in the sought-after Point of Pines Cottage Colony Association. Rich in character and classic lake-style appeal, this inviting home blends historic craftsmanship with thoughtful modern upgrades. Recent improvements include updated electrical throughout, a renovated kitchen and bath, and tasteful

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  1044 Point of Pines Rd, Castleton, VT 05735
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  /5

  $219,900

  $5K PRICE DROP

  • Land
  • 27,442 Sq Ft
  • $349,048 per Acre

  380 Columbia Dr, Hubbardton, VT 05732

  Opportunity to own a lakefront lot. The prior cottage has been removed and there is a clean slate ready for lakefront dream! Featuring a secluded lot with private lake frontage and a 0.63 acre lot. Lake Beebe features a quaint community with no gasoline motors allowed, providing quiet water activities in a tranquil Vermont setting. All four seasons are available at your fingertips.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  380 Columbia Dr, Hubbardton, VT 05732
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  /34

  $319,900

  • 2,000 Sq Ft

  589 South St, Castleton, VT 05735

  Investment Opportunity!! Just outside the campus of Vermont State University this 2-unit multi-family property brings multiple options to consider. Situated on almost a one acre level lot with fencing on three sides this property offers privacy along with convenience. Each unit features 3 bedrooms and 1 bathroom. Current leases in place through May 2027. Easy proximity to everything Rutland

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  589 South St, Castleton, VT 05735
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  /2

  $45,000

  $5K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $112,500 per Acre

  0090 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.40 acre lot with town sewer available. Vermont Waste Water Permit in place! These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0090 Rosewood Ln, Castleton, VT 05735
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  /13

  $725,000

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft

  146 Lake Hortonia Rd, Sudbury, VT 05733

  Exceptional 8.5-Acre Lakefront Retreat on Lake Hortonia Discover the perfect blend of privacy, versatility, and waterfront living with this remarkable 8.5-acre property on beautiful Lake Hortonia. Offering expansive lake frontage and peaceful natural surroundings, this unique estate is ideal as a year-round residence, vacation getaway, or investment opportunity. The main home features comfortable

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  146 Lake Hortonia Rd, Sudbury, VT 05733
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  /11

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  141 Roberts Ave, Poultney, VT 05764

  Welcome home to this inviting 3-bedroom, 1-bath village residence perfectly situated on a desirable corner lot. Offering a blend of comfort, convenience, and small-town charm, this property provides ample space for everyday living both inside and out. Step inside to find comfortable living spaces, well-sized bedrooms, and plenty of natural light throughout. The corner-lot location enhances curb

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  141 Roberts Ave, Poultney, VT 05764
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  /22

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  34 Ira Birdseye Rd, Castleton, VT 05735

  Way more than meets the eye! Over 10 acres of property with mountain views and frontage on two town roads. Meticulous details and wonderful upgrades are in place to make this a superb property. Three bedroom permitted septic, buried fiber cable in place, Starlink Broadband WiFi, paved driveway, shed, carport with electric car charging station, Tesla battery for energy storage and drilled well.

  

  Lisa Kelley

  Cummings & Co

  34 Ira Birdseye Rd, Castleton, VT 05735
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  /56

  $824,900

  • 3 Beds
  • 4 Baths
  • 4,421 Sq Ft

  269 Hortonia Rd, Fair Haven, VT 05743

  Private 5-acre Vermont retreat with mature trees, countryside views, and a cascading waterfall. Features a stream, two-level stone patio, wood-burning Belgard pizza oven, outdoor fireplace, propane grill, and Vermont soapstone bar. Interior highlights include refined architecture, hand-hewn Hubbardton Forge lighting, custom bath finishes, luxury appliances, and expansive windows with waterfall

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  269 Hortonia Rd, Fair Haven, VT 05743
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  /44

  $799,000

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  220 Hyatt Camp Rd, Benson, VT 05743

  Discover the charm of seasonal Adirondack-style living on the highly sought-after shores of Sunset Lake. Set on an exceptional 260 feet of pristine lakefront, this one acre inviting property offers breathtaking water views, outstanding privacy, and the perfect setting for making lasting memories. The fully insulated and heated two-car garage provides endless possibilities: ideal for storing

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  220 Hyatt Camp Rd, Benson, VT 05743
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  /2

  $50,000

  $5K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $125,000 per Acre

  0088 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.40 acre lot with town sewer available. Vermont Waste Water Permit attached. These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0088 Rosewood Ln, Castleton, VT 05735
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  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  3516 Route 30 N, Castleton, VT 05735

  Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  3516 Route 30 N, Castleton, VT 05735
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  /33

  $295,000

  • 2,320 Sq Ft

  855 North St, Brandon, VT 05733

  Whether you're looking for your first home with income potential or your next investment property, this versatile Brandon property offers plenty of opportunity to build equity. Live in one apartment while the rental income from the second helps offset your mortgage, or lease both units and add a solid income-producing property to your portfolio. Currently configured as two apartments separated by

  

  Beth Stanway

  IPJ Real Estate

  855 North St, Brandon, VT 05733
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  /42

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  60 Bowlsville Rd S, Mount Holly, VT 05742

  Discover your dream home at Bowlsville Rd — where contemporary style meets cozy comfort! Imagine waking up in a spacious primary bedroom on the main level, complete with a walk-in closet, and stepping into an open, airy living space filled with natural woodwork, soaring cathedral ceilings, and charming beams that add character at every turn. The large windows allow natural light to flood the

  

  Lisa Kelley

  Cummings & Co

  60 Bowlsville Rd S, Mount Holly, VT 05742
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  /37

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 2,439 Sq Ft

  39 Cramton Ave, Rutland, VT 05701

  Welcome to this charming 3-bedroom, 2.5-bath Colonial located on a quiet dead-end street in Rutland City. Situated on a spacious 0.36-acre lot, this home offers plenty of room both inside and out, along with a detached 2-car garage and an additional one-bay garage beneath the house for extra parking, storage, or a workshop. Inside, you'll find beautiful hardwood floors throughout the home. The

  

  Hughes Group Team

  Casella Real Estate

  39 Cramton Ave, Rutland, VT 05701
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  /4

  $105,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  44 E Main St, Poultney, VT 05764

  Village Home with Restoration PotentialSet in a charming village location, this spacious 4-bedroom, 3-bath home is ready for restoration and offers endless potential. Featuring classic architectural details and a traditional layout, this property awaits your vision to bring it back to life. A detached garage provides convenient storage or workshop space. Located close to local shops, schools,

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  44 E Main St, Poultney, VT 05764
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  /48

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,453 Sq Ft

  386 Howland Farm, Mount Holly, VT 05758

  Exceptional private country home offering more than 10 acres! This home offers the perfect blend of rustic charm and modern convenience. Large two story barn will make good work shop, toy storage OR bring it back to additional living quarters! Exposed beams, sunlit rooms, large spaces and a woodstove are only a few of the stunning features you will find here. Surrounded by picturesque stone walls

  

  Lisa Kelley

  Cummings & Co

  386 Howland Farm, Mount Holly, VT 05758
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  /43

  $349,900

  Open Sat 10AM - 12PM $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  34 Hillcrest Rd, Rutland, VT 05701

  Welcome to this charming 3-bedroom, 2-bath Cape-style home, where modern finishes meet classic character in a peaceful neighborhood setting. Motivated sellers and a list price below the home’s appraised value present an exciting opportunity for buyers! Offering two floors of inviting living space, this home is thoughtfully designed for comfort, functionality, and style. A first-floor bedroom and

  

  Hughes Group Team

  Casella Real Estate

  34 Hillcrest Rd, Rutland, VT 05701
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  /32

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,288 Sq Ft

  212 Thrall Rd, Poultney, VT 05764

  Stunning Riverfront Living in a Historic Treasure! Welcome to this exquisite fully furnished 4-bedroom, 3-bathroom home, beautifully positioned along the gorge of the Poultney river. Listed on the Historic Registry, this 1830 tannery building seamlessly blends timeless charm with modern comforts, offering a unique opportunity to own a piece of history. Original architectural details including

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  212 Thrall Rd, Poultney, VT 05764
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  /60

  $629,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,744 Sq Ft

  2091 N Lake Rd, Fair Haven, VT 05743

  Seventeen acres. Lake Champlain down the road. A setup that actually delivers on the Vermont lifestyle without the usual compromises. Set along North Lake Road in Benson, just moments from the Benson boat launch, this fully renovated farmhouse sits on a highly usable mix of open pasture and productive land. About five acres are mostly fenced for animals, with the balance level, hayed, and

  Betsy Adamovich Real Broker LLC

  2091 N Lake Rd, Fair Haven, VT 05743
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  /72

  $1,185,000

  New Construction

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

  2734 Healdville Rd, Mount Holly, VT 05758

  Set at an inspiring elevation of over 2,100 feet, this contemporary mountain retreat connects you to the natural world while offering luxurious moderncomfort. The home features stunning 180-degree, east-to-west views, showcasing dramatic nightly sunsets and distant Adirondack peaks. Built in 2021, this residenceincludes four bedrooms and five bathrooms, along with recent, valuable additions: an

  Gail Beardmore Engel & Volkers Okemo

  2734 Healdville Rd, Mount Holly, VT 05758
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  /46

  $799,000

  • 4 Beds
  • 4.5 Baths
  • 1,727 Sq Ft

  557 Pleasant Valley Rd, Benson, VT 05743

  Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature

  Alexander Pintair Four Seasons Sotheby's Int'l Realty

  557 Pleasant Valley Rd, Benson, VT 05743
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  /35

  $499,000

  • 3,800 Sq Ft

  40 S Main St, Rutland, VT 05701

  Investors, take note: here's a four unit multi-family property that pairs steady rental income with a prime uptown Rutland location—a combination savvy buyers rarely stumble upon. Built for performance, this well-maintained solid building features separate utilities across its units, meaning tenants cover their own usage and you sidestep the headache of dividing bills every month. The first floor

  Nancy Greenwood Watson Realty & Associates

  40 S Main St, Rutland, VT 05701
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  /17

  $550,000

  New Construction $151K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 3,650 Sq Ft

  9 Rydon Acres, Brandon, VT 05733

  NEW CONSTRUCTION In PROCESS - Introducing a brand-new, 3 Bedroom, two-bathroom, two story home with potential for an apartment in the basement. It's located at the tranquil end of Rydon Acres in Brandon, Vermont. Tucked into a private, wooded lot with a dramatic mountain backdrop, perfect for the mountain climbing enthusiast. This home is being tailor-made for anyone who loves seamless indoor

  Roxanna Emilo Emilo Real Estate, LLC

  9 Rydon Acres, Brandon, VT 05733
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  /26

  $749,000

  $50K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 4,231 Sq Ft

  1295 & 1297 Route 149, Pawlet, VT 05761

  West Pawlet: Significant rental income, Annual Net Income is $66,200. Higher rental income potential in 3 years. Heat included in all apartments. 1295 Route 149: 3 Unit building. 2- 1-bedroom apartments and 1- 2-bedroom apartment. Each apartment has own forced hot air furnace and electric hot water heaters. 1297 Route 149 is in a 5-year low income program, with approx. 3 years remaining. 4- 1

  Melissa Loughan Westside Real Estate

  1295 & 1297 Route 149, Pawlet, VT 05761
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  /2

  $135,000

  $50K PRICE DROP

  • Land
  • 121.6 Acres
  • $1,110 per Acre

  1480 Route 103, Clarendon, VT 05759

  Large wooded parcel across from Southern Vermont State Airport and close to industrial parks. Frontage on paved Route 103 and a small interior Stream. This would be a great spot for a personal recreational area near Rutland and Wallingford with year-round accessibility.

  Max Walker Watson Realty & Associates

  1480 Route 103, Clarendon, VT 05759
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  /19

  $349,900

  $40K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft

  870 Little Sherburne Rd, Killington, VT 05751

  Off grid seclusion! Great opportunity to build your dream mountain getaway.12.4 acres at the end of a town-maintained road. This property is designed for a two bedroom/two bath home. The seller has put in a ton of hard work to make sure that the finished product is top notch. Solar power and completely off-grid. Gravity septic system. Generator on site.

  Ed Savage Green Mountain Premiere Properties

  870 Little Sherburne Rd, Killington, VT 05751
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  /57

  $685,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  680 Government Rd, Mount Holly, VT 05758

  Gorgeous, expansive views of Killington, and the Branch Brook Valley. This 9.45+/- acre property is surrounded by State Forest and conserved lands, and sits adjacent to the Catamount and VAST Trails. Step inside this off-grid, private sanctuary, where every inch has been thoughtfully reimagined to balance modern luxury with the quiet soul of nature. The interior serves as a cozy retreat,

  Sue Starr-Adams EXP Realty

  680 Government Rd, Mount Holly, VT 05758
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  /56

  $898,000

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  265 Telefon Trail, Killington, VT 05751

  Offered for the first time by its original owner, this distinguished Killington Basin residence was thoughtfully designed and built by renowned Roaring Brook Constructors, Killington’s award-winning design/build firm. The property offers an expansive backyard with two decks to enjoy nature. Set within the sought-after Telefon Trail neighborhood, the property offers exceptional access to the lifts

  Walter Findeisen Killington Valley Real Estate

  265 Telefon Trail, Killington, VT 05751
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  /49

  $999,999

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft

  1374 US Route 7s, Wallingford, VT 05773

  Nestled in the scenic countryside of Wallingford, Vermont, this exceptional equestrian property is a true horse lover’s dream. Set on nearly 23 picturesque acres with sweeping mountain and meadow views, this remarkable property offers everything needed for horses, hobbies, and country living. Designed with the equestrian enthusiast in mind, the property features a spacious 62’ x 120’ indoor

  Rhonda Nash Welcome Home Real Estate

  1374 US Route 7s, Wallingford, VT 05773
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  /60

  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,978 Sq Ft

  1665 Frazier Hill Rd, Benson, VT 05743

  Showings start May 12th! Timeless elegance meets modern luxury at the Old Stone House at Frazier Hill! Nestled in a serene woodland setting, this stunning stone colonial home has been lovingly restored to combine historical charm with contemporary amenities. Designed for entertaining or extra income, the property includes a one-bedroom apartment over the two-car garage, complete with a private

  Stephanie Corey Adirmont Real Estate, LLC

  1665 Frazier Hill Rd, Benson, VT 05743
• 

  

  /10

  $299,000

  • 2,570 Sq Ft

  3880 U S 7, Pittsford, VT 05763

  Discover the potential that savvy investors dream about with this remarkable multi-family property. This four-bedroom, three-and-a-half-bathroom gem offers a rare chance to build substantial passive income while enjoying the charm of rural New England living. What makes this property truly shine is its impressive rental income potential. Current rents are positioned below market rates, presenting

  Brian Hill Remax Summit

  3880 U S 7, Pittsford, VT 05763
• 

  

  /26

  $325,000

  • 3,369 Sq Ft

  107 Grove St, Rutland, VT 05701

  A rare opportunity to enjoy the feel of single-family living while benefiting from the income potential of a true side-by-side duplex! This charming 1920s property features two mirror-image units, each offering spacious two-story living with large living rooms, formal dining rooms, 2-baths, and three bedrooms. Rich period details, including beautiful natural woodwork, hardwood floors, and classic

  Leo Pond Four Seasons Sotheby's Int'l Realty

  107 Grove St, Rutland, VT 05701

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