Rutland County VT Homes for Sale

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  /56

  $1,900,000

  New Construction

  • 5 Beds
  • 4 Baths
  • 3,272 Sq Ft

  75 Downabout Rd, Killington, VT 05751

  Welcome to 75 Downabout Road, where new construction, spectacular mountain views and an exceptional Killington location come together. Privately situated on 1.25 acres along a dead-end road between the K-1 Base Area and Bear Mountain, this five-bedroom, four-bath home looks toward the Skyeship Gondola and offers breathtaking winter views. Thoughtfully designed for mountain living and

  Katie McFadden RE/MAX North Professionals

  75 Downabout Rd, Killington, VT 05751
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  /53

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  929 Packer Rd, Mount Holly, VT 05758

  Renovated home with beautiful outdoor space is waiting for you to make it your own!The renovated efficient home is on 5+ acres and has lots of windows to enjoy the mountain views and bring you close to nature...Stone walls, fields, woods, and gardens and fresh Vermont air. The very functional kitchen has ample cabinet space and is open to the living room. Spend an evening at home preparing

  Tyleen Murray Kelley Real Estate, Inc.

  929 Packer Rd, Mount Holly, VT 05758
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  /9

  $675,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  27 Timberline South at Sunrise Unit I2, Killington, VT 05751

  Light, Bright & Ideally Located for Four-Season Mountain Living!Enjoy the ultimate Killington getaway in this nicely maintained, 3-bedroom, 2-bath, two-level end-unit condo offering convenient ski-in/ski-out access via the Sunrise chairlift and direct connection to the extensive Killington trail system.Inside, atrium windows fill the dining area with natural light, while a soaring

  Heidi Bomengen Prestige Real Estate of Killington

  27 Timberline South at Sunrise Unit I2, Killington, VT 05751
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  /32

  $510,000

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

  114 High Ridge Rd Unit C9, Killington, VT 05751

  Move right into this turnkey condo near the slopes. Enjoy the best of mountain living in this beautifully updated, fully furnished and equipped two-bedroom, two-full-bath condo. Ideally situated in a convenient ground-floor, end-unit location, this home offers easy access, convenient parking, and a comfortable layout designed for both relaxing getaways and year-round enjoyment.The condo

  Heidi Bomengen Prestige Real Estate of Killington

  114 High Ridge Rd Unit C9, Killington, VT 05751
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  /20

  $230,000

  • 1,676 Sq Ft

  12 Chaplin Ave, Rutland, VT 05701

  Turnkey Two-Unit Multifamily Investment Opportunity in Rutland City!Welcome to 12 Chaplin Ave, a beautifully renovated two-unit multifamily property offering an excellent opportunity for investors or owner-occupants alike. Thoughtfully renovated down to the studs between 2019 and 2020, this property underwent extensive improvements including exterior wall insulation, updated electrical

  Hayley Santopolo Real Broker LLC

  12 Chaplin Ave, Rutland, VT 05701
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  /41

  $225,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  210 Mumford Dr, Clarendon, VT 05759

  Beautifully renovated two bedroom, one full bath manufactured home situated on a beautiful one acre lot in Clarendon Springs. This unique home has been redone from top to bottom, inside and out, offering a truly move in ready opportunity. The only thing left to do is unpack and enjoy! Inside, you’ll find a bright and inviting open floor plan with an expansive living room offering plenty of space

  Rhonda Nash Welcome Home Real Estate

  210 Mumford Dr, Clarendon, VT 05759
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  /42

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  347 Barts Hill Rd, Killington, VT 05751

  Welcome to 347 Barts Hill Road, a beautifully renovated contemporary mountain retreat where classic Vermont character meets a fresh, modern interior. Set on just over an acre in a private country setting, this three-bedroom, three-bath home offers exposed wood beams, cathedral ceilings, abundant natural light and plenty of space to gather after a day of enjoying all that Killington has to

  Katie McFadden RE/MAX North Professionals

  347 Barts Hill Rd, Killington, VT 05751
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  /53

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,426 Sq Ft

  550 Curtis Brook Rd, Rutland, VT 05701

  Welcome to 550 Curtis Brook - this beautifully maintained 1992 Colonial is situated a top a quiet, town-maintained dead-end street in the highly sought-after, Rutland Town. Set on an acre, this property offers the perfect combination of privacy, space, convenience, and Vermont charm with no neighbors to the left or behind you. Step inside and you’ll immediately appreciate the light, bright, and

  Hughes Group Team Casella Real Estate

  550 Curtis Brook Rd, Rutland, VT 05701
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  /29

  $325,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  309 Cones Point Rd, Poultney, VT 05764

  Enjoy the best of Vermont lakefront living with this charming 2 bedroom, 1 bathroom seasonal camp in Poultney, VT. Showcasing direct access to the ultra desirable Lake St. Catherine, this is the perfect oasis for an incredible 2nd property on one of the states most coveted locations. Situated on 0.40 acres along a peaceful inlet, this property offers a quiet and relaxing setting with beautiful

  Connor Johnson KW Vermont

  309 Cones Point Rd, Poultney, VT 05764
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  /60

  $799,900

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

  13 Route 22a, West Haven, VT 05743

  Step back in time with this extraordinary 222 year old legacy estate - a treasure owned by the same family for more than two centuries. This remarkable property is a rare blend of grandeur and natural beauty along with historical significance. Once part of the Underground Railroad, the property has a fascinating past, and some of its former residents served as Civil War soldiers. The house was

  Lisa Friedman Great American Dream Realty

  13 Route 22a, West Haven, VT 05743
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  /60

  $1,595,000

  • 6 Beds
  • 4 Baths
  • 4,860 Sq Ft

  430 Fenn Rd, Mount Holly, VT 05758

  Set on a scenic knoll in a picturesque farm setting, just 10 minutes from Okemo’s Jackson Gore base and Ludlow village, this remarkable 6-bedroom, 4-bathroom property offers a rare combination of privacy, convenience and truly majestic Vermont views. Encompassing 9.7 acres, the setting is nothing short of magical, with sweeping vistas toward the backside of Okemo, Mount Ascutney, Killington,

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  430 Fenn Rd, Mount Holly, VT 05758
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  /30

  $12,700,000

  • Land
  • 256.29 Acres
  • $49,553 per Acre

  1 Falls Brook Rd, Killington, VT 05751

  Killington’s Cherry Knoll may be the last opportunity to acquire 256 acres of land with the magic ingredient for successful ski development: a trailside location. The property offers ski-on, ski-off access from the Sunrise Triple Chair, sited directly on the property, and the gateway to Bear Mountain and 75 miles of ski trails at "The Beast of the East."Killington has been a world-class

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1 Falls Brook Rd, Killington, VT 05751
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  /33

  $310,000

  • 4 Beds
  • 2 Baths
  • 3,840 Sq Ft

  34 Pleasant St, Proctor, VT 05765

  Charming Proctor Village Home with Modern Updates Make your new home in the historic charm of Proctor Village, a quaint Vermont community known for the Vermont Marble Museum, Wilson Castle, Proctor Free Library, and more. Conveniently located just 10 miles from downtown Rutland, you'll have easy access to shopping, dining, services, skiing, hiking, and year-round recreation. Set on .33 acres,

  Roxanna Emilo Emilo Real Estate, LLC

  34 Pleasant St, Proctor, VT 05765
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  /60

  $609,000

  • 2 Beds
  • 2 Baths
  • 2,737 Sq Ft

  883 Goodrich Cross Rd, Benson, VT 05743

  Set on nearly 37 unrestricted acres in the beautiful Benson countryside, this 2007 Cape offers a rare opportunity to own a large agricultural property without conservancy or land trust restrictions. The open, tillable acreage is partially fenced and includes mature apple, peach, and pear trees, berry bushes, a six-stall horse barn with power and tack space, and an additional large hay barn. The

  Betsy Adamovich Real Broker LLC

  883 Goodrich Cross Rd, Benson, VT 05743
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  /13

  $70,000

  • Land
  • 39,204 Sq Ft
  • $77,778 per Acre

  100 Hawk Trail, Pittsfield, VT 05762

  Rare opportunity to build in the desirable Hawk Mountain community on an unusually accessible, gently sloping parcel. Located between Hawk Mountain Road and Hawk Trail, this lot is one of only a handful in the community that avoids the steep, challenging terrain typical of mountain properties. The favorable topography can simplify site work, driveway construction and the eventual building process

  Kyle Kershner Killington Pico Realty

  100 Hawk Trail, Pittsfield, VT 05762
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  /34

  $450,000

  • 1 Bed
  • 2 Baths
  • 927 Sq Ft

  112 High Ridge Rd Unit D8, Killington, VT 05751

  Welcome to Highridge, one of Killington’s most desirable condominium communities! This inviting one-bedroom plus loft, two-bath condo offers an abundance of natural light, cathedral ceilings, warm natural woodwork and a wood-burning fireplace, the perfect setting to relax after a day of mountain adventures. The open living and dining area provides a comfortable gathering space, while the loft

  Katie McFadden RE/MAX North Professionals

  112 High Ridge Rd Unit D8, Killington, VT 05751
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  /39

  $895,000

  • 3 Beds
  • 3.5 Baths
  • 2,112 Sq Ft

  142 Old Coach Rd, Killington, VT 05751

  Directly across the road from Pico Mountain and minutes from Killington Resort, this fully furnished post-and-beam home is ready for your Vermont mountain lifestyle. The open-concept first floor features a large, newly renovated kitchen with plenty of space to cook, gather, and unwind after a day on the slopes. Upstairs, all three bedrooms offer private en suite bathrooms, with sleeping

  Andy Paluch Longview Commercial Real Estate

  142 Old Coach Rd, Killington, VT 05751
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  /53

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 3,341 Sq Ft

  82 Edgerton St, Rutland, VT 05701

  Welcome to one of Rutland’s most beloved streets, where generations of families have called home. This well-maintained classic Cape is one of the prettiest homes on the block, featuring a centered front entry and beautiful stone exterior offering timeless New England charm. Inside, over 2,600 sq. ft. of finished living space offers a comfortable and flexible floor plan. The main level features a

  Karen Heath Four Seasons Sotheby's Int'l Realty

  82 Edgerton St, Rutland, VT 05701
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  /55

  $2,895,000

  • 3 Beds
  • 4 Baths
  • 3,736 Sq Ft

  46 Deer Run, Killington, VT 05751

  BRAND NEW CONSTRUCTION. Set on 0.88 private acres just minutes from Killington and Pico Mountain, this newly built mountain retreat is a true blank slate with some of the best views in town.Including three bedrooms and four bathrooms this is a thoughtfully crafted home. Ceilings soar to 28 feet in the den, 12 feet upstairs and in the primary suite, and 10 feet in the basement, with

  Nathan Mastroeni

  46 Deer Run, Killington, VT 05751
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  /47

  $300,000

  • 3 Beds
  • 2 Baths
  • 2,220 Sq Ft

  547 N Main St, Wallingford, VT 05773

  Welcome to this charming three-bedroom, two-bathroom single-family home situated on 1.2 acres just on the outskirts of beautiful Wallingford Village. Offering the perfect blend of convenience, versatility, and privacy, this home is close to all the amenities the village has to offer while providing quick and easy access to Rutland City. The home features a thoughtful layout with two Jack-and-Jill

  Rhonda Nash Welcome Home Real Estate

  547 N Main St, Wallingford, VT 05773
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  /17

  $197,500

  Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,079 Sq Ft

  78 Trombley Ln, Clarendon, VT 05759

  Have you been waiting for a charming Vermont cottage at an approachable price? Reminiscent of the nostalgic charm of summer vacations past, this cozy getaway is ideally located near endless recreation - just 20 minutes to Lake Bomoseen, close to hiking and outdoor mountain adventures at Pico and Killington, and a convenient 8 miles to Wallingford and Rutland for everyday essentials.Inside,

  Sue Starr-Adams EXP Realty

  78 Trombley Ln, Clarendon, VT 05759
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  /49

  $589,900

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  304 Woods Ln Unit C4, Killington, VT 05751

  Welcome to this beautifully updated and furnished retreat offering comfort, style, and easy access to exceptional spa and wellness amenities. The tiled entry-level mudroom provides a practical welcome, while two spacious bedrooms, each with its own ensuite bathroom, offer privacy and convenience.The inviting living room features a wood-burning fireplace and wet bar, creating the perfect

  Heidi Bomengen Prestige Real Estate of Killington

  304 Woods Ln Unit C4, Killington, VT 05751
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  /52

  $299,000

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  261 Mckinley Ave, Rutland, VT 05701

  A Rare Piece of Vermont History Awaits! Step into 261 McKinley Avenue, a distinctive Vermont farmhouse dating to circa 1820 and set on approximately 2 acres in Rutland Town. Rich in character and local history, this special property offers a rare opportunity to own a home with a story that spans more than two centuries. A tidbit of history: the property was notably featured in a 1958 Rutland

  Kathryn Zambon Real Broker LLC

  261 Mckinley Ave, Rutland, VT 05701
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  /44

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  59 East St, Middletown Springs, VT 05757

  This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks

  Sandi Reiber Four Seasons Sotheby's Int'l Realty

  59 East St, Middletown Springs, VT 05757
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  /46

  $1,875,000

  • 4 Beds
  • 4 Baths
  • 2,830 Sq Ft

  31 Tacoma Way Unit 35B, Killington, VT 05751

  Groomed trail is 10 feet from the back door and down onto the Sunrise Mountain Rendezvous Ski Trail. This fully renovated, pristine Topridge end-unit townhome offers true ski-in/ski-out access, nearly 3,000 square feet of beautifully designed living space, and spectacular 180-degree views of Bear and Sunrise Mountains. Offered fully furnished, this four-bedroom, four-bath residence has been

  John Snyder Snyder Donegan Real Estate Group

  31 Tacoma Way Unit 35B, Killington, VT 05751
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  /60

  $2,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,631 Sq Ft

  151 Big Rock Rd, Killington, VT 05751

  Ski-on, ski-off residence just steps from Killington’s Homestretch Trail, 151 Big Rock Road is a custom-built mountain retreat that pairs a desirable location with striking architecture. At the heart of the home, the main living area invites you to gather and unwind. A floor-to-ceiling natural stone fireplace comes together with cathedral ceilings, expansive windows, exposed timber framing and

  Kerry Dismuke RE/MAX North Professionals

  151 Big Rock Rd, Killington, VT 05751
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  /60

  $1,500,000

  • 5 Beds
  • 6 Baths
  • 6,491 Sq Ft

  957 Pleasant Valley Rd, Benson, VT 05743

  A once-in-a-lifetime opportunity to own an extraordinary 248 acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an

  Alex Pintair Four Seasons Sotheby's Int'l Realty

  957 Pleasant Valley Rd, Benson, VT 05743
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  /32

  $300,000

  • 2,326 Sq Ft

  52 S Main St, Rutland, VT 05701

  A solid investment or owner-occupant opportunity awaits at 52 South Main Street in Rutland City. This well-maintained four-unit property features four one-bedroom apartments offering clean, comfortable and practical living spaces.The building has benefited from several important improvements that help take some of the uncertainty out of owning an older multifamily property. The asphalt

  Mark Triller Real Broker LLC

  52 S Main St, Rutland, VT 05701
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  /31

  $249,000

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  39 Williams St, Rutland, VT 05701

  Thoughtfully transformed from the studs out, this charming 1950s National Homes house has been completely reimagined for modern living while retaining its original warmth and character. Originally built as an affordable, factory-constructed home, it has now been upgraded well beyond its humble beginnings with quality materials and high-efficiency improvements throughout.The home was

  Kyle Kershner Killington Pico Realty

  39 Williams St, Rutland, VT 05701
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  /36

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  1298 Stage Rd, Fair Haven, VT 05743

  Welcome home to this beautiful 3-bedroom, 2-bathroom log home, built in 2011 and nestled on 1.6 acres in a peaceful country setting. With its inviting layout, spacious living areas, and blend of comfort and functionality, this property is the perfect place to enjoy the quiet of country living. Step inside from the covered entry into a large mudroom, offering plenty of space for coats, boots, and

  Hughes Group Team Casella Real Estate

  1298 Stage Rd, Fair Haven, VT 05743
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  /33

  $689,000

  • 3 Beds
  • 3.5 Baths
  • 1,315 Sq Ft

  43 North St, Middletown Springs, VT 05757

  Set at the highest point of the property, Higher Ground looks south across open fields and a gently rolling valley toward distant Vermont mountains. Originally constructed as a barn in the 1840s, the post-and-beam structure was moved from the lowest point of the property to its highest and reimagined by the current owners. Original timber framing and authentic barn elements remain integral to the

  Derryl Lang Four Seasons Sotheby's Int'l Realty

  43 North St, Middletown Springs, VT 05757
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  /48

  $575,000

  • 2 Beds
  • 1.5 Baths
  • 1,776 Sq Ft

  514 Old Ti Rd, Hubbardton, VT 05735

  Privacy truly abounds at this peaceful Hubbardton retreat, where 10 acres of partially wooded land create a quiet escape and the only soundtrack you’ll hear is the birds. Tucked away yet conveniently located, this property offers the best of both worlds: seclusion when you want it and easy access to the amenities and recreation of the surrounding area.The property also features a custom-built

  Mendi Michael Engel & Völkers Okemo

  514 Old Ti Rd, Hubbardton, VT 05735
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  /38

  $399,000

  Open Mon 10:30AM - 12:30PM

  • 3 Beds
  • 1 Bath
  • 1,814 Sq Ft

  387 Wilmouth Hill Rd, Cuttingsville, VT 05738

  There’s a certain kind of Vermont life that’s getting harder to find, but at 387 Wilmouth Hill, you’ll find it waiting for you. Up in the hills, this sweet property offers room to spread out, peace and quiet to unwind, and the freedom to make a little piece of Vermont your own. The main level is designed for easy living, with the kitchen, dining, and living spaces flowing together for a relaxed

  Dana Haley Real Broker LLC

  387 Wilmouth Hill Rd, Cuttingsville, VT 05738
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  /35

  $405,000

  • 4 Beds
  • 2.5 Baths
  • 2,920 Sq Ft

  1213 US Route 7, Rutland Town, VT 05701

  Set atop a gentle knoll with pleasant mountain views and exceptionally convenient access, this historic 1850s farmhouse beautifully blends Vermont’s vernacular architecture with the comforts of modern living. A graceful wrap-around covered porch welcomes you through the formal front entrance, while a new attached two-car garage provides easy everyday access.The fully updated kitchen pairs

  Kyle Kershner Killington Pico Realty

  1213 US Route 7, Rutland Town, VT 05701
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  /43

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  314 Mckinley Ave, Rutland, VT 05701

  Absolutely delightful 3 bedroom, 2 bathroom ranch on desirable 1 acre lot in Rutland Town. Attractive floor plan with luminous living room with electric insert in fireplace, cherry flooring in living room, kitchen with cherry cabinets, ceramic tile flooring, granite countertops, stainless steel appliances & convenient pantry - opens effortlessly to dining area. Very large primary suite with walk

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  314 Mckinley Ave, Rutland, VT 05701
• 

  /2

  $224,900

  • 1 Bed
  • 1 Bath
  • 932 Sq Ft

  163 Murphy Dr, Hubbardton, VT 05735

  35-Acre Country Property with Well & SepticDiscover the possibilities on this beautiful 35-acre parcel of land! Offering a rare combination of privacy, space, and existing infrastructure, this property features a drilled well and septic system already in place, providing an excellent foundation for your future plans.Whether you're looking to build your dream home, create a private

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  163 Murphy Dr, Hubbardton, VT 05735
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  /48

  $555,000

  • 3,296 Sq Ft

  92 Center St, Rutland, VT 05701

  HISTORIC CHARACTER. MODERN RENOVATION. TURNKEY APARTMENTS. This handsome circa-1900 building has been thoughtfully transformed from professional offices into five distinctive one-bedroom apartments, combining modern, low-maintenance living with the craftsmanship and character of the original building, being sold "as is". Original hardwood floors, tall ceilings, beautiful woodwork and trim, and

  Mark Triller Real Broker LLC

  92 Center St, Rutland, VT 05701
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  /49

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  25 Center St, Proctor, VT 05765

  Absolutely delightful location. Lovely 3 bedroom, 2 full bathroom Cape ideally situated on this lovely 1.9 acre cleared lot in Proctor. Home features an enclosed front porch, spacious kitchen with island peninsula offering additional counterspace and extra seating if needed - opens nicely to dining room. There is an intimate den/living room area as well as a formal living room, bedroom and full

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  25 Center St, Proctor, VT 05765
• 

  

  /31

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft

  212 Thrall Rd, Poultney, VT 05764

  A Vermont landmark reimagined for living. Dating to circa 1830 and once serving as a working tannery along the Poultney River, 212 Thrall Road offers the rare opportunity to own a piece of East Poultney's working history. What was originally built for industry has evolved into a remarkably functional 4-bedroom residence with more than 3,200 sq. ft. of living space, while preserving the

  Joshua Lemieux Remax Summit

  212 Thrall Rd, Poultney, VT 05764
• 

  

  /36

  $215,000

  • 1,809 Sq Ft

  31-33 Gorham Bridge Rd, Proctor, VT 05765

  Discover a great opportunity at 31-33 Gorham Bridge Road in the scenic town of Proctor. This two-unit property offers flexibility for investors, owner-occupants, or those looking for additional living space under one roof. With approximately 1,809 finished square feet, the duplex includes a spacious 4-bedroom, 2-bath unit and a 1-bedroom, 1-bath unit, providing a versatile layout with plenty of

  Christopher Williams Flex Realty

  31-33 Gorham Bridge Rd, Proctor, VT 05765

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