Rutland County VT Homes for Sale

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  /52

  $300,000

  • 6 Beds
  • 3 Baths
  • 2,412 Sq Ft

  9-11 Mcgarry St, Proctor, VT 05765

  Traditional Proctor duplex set at the end of a dead-end street with exceptional views! Enjoy sweeping southeastern views across the valley, complemented by beautiful mountain views to the north. Situated on an incredible 1.6-acre lot with expansive lawns, perennial gardens, and bordering hundreds of acres of privately owned woodland, this property offers a special setting with outstanding

  Karen Heath Four Seasons Sotheby's Int'l Realty

  9-11 Mcgarry St, Proctor, VT 05765
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  /56

  $598,000

  $101K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,253 Sq Ft

  2563 Vermont 155, Mount Holly, VT 05742

  Have you been waiting for just the right property in Mt. Holly?Don't miss this immaculate home built in 2007 with three bedrooms and two bathrooms on the main level, an eat-in kitchen with access to a back deck perfect for morning coffee. The living room has a propane fireplace and access to a covered front porch. The lower walk-out level has a large family room with a pellet stove and French

  Tyleen Murray Kelley Real Estate, Inc.

  2563 Vermont 155, Mount Holly, VT 05742
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  /36

  $550,000

  • 5 Beds
  • 5 Baths
  • 3,084 Sq Ft

  168 N Main St, Rutland, VT 05701

  Investment opportunity with outstanding Route 7 North visibility and commercial zoning that opens the door to a wide variety of uses. This turnkey, income-producing property offers over 3,000 square feet of beautifully renovated space and includes a one-bedroom apartment that is currently leased to a long-term tenant for $1,060 per month, providing reliable year-round income. The spacious main

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

  168 N Main St, Rutland, VT 05701
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  /55

  $824,900

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

  269 Hortonia Rd, Fair Haven, VT 05743

  Welcome to the Hubbardton Homestead - a fusion of precision architecture, handcrafted detail, and Vermont's iconic landscape, where you own cascading waterfall becomes the soundtrack of the estate, enveloping the property in the pure, restorative sounds of nature. Experience the perfect balance of privacy, natural beauty, and modern luxury in this custom-designed estate set on 5 breathtaking

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  (802) 712-0605

  269 Hortonia Rd, Fair Haven, VT 05743
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  /5

  $125,000

  • Land
  • 4.5 Acres
  • $27,778 per Acre

  00 Spruce Knob Rd, Middletown Springs, VT 05757

  Welcome home to this beautiful 4.5 acre lot featuring rolling meadows, stone walls, and southern exposure! Stunning views await through the fringe of mature maple trees. This desirable location, on the market for the first time in almost 50 years, boasts fiber optic cable, school choice for grades 7-12, and soil tests confirming suitability for a 3 bedroom mound septic system. The charming

  Robin Chesnut-Tangerman McChesney RE, Inc.

  00 Spruce Knob Rd, Middletown Springs, VT 05757
• 

  

  /19

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  400 River St, Fair Haven, VT 05743

  FAIR HAVEN: Situated on nearly an acre in Fair Haven, this 3-bedroom, 3-bath Colonial offers a spacious and flexible layout with an updated kitchen that flows into the dining area, a large living/family room perfect for entertaining, and an additional bonus room ideal for a home office, playroom, guest space, or potential first-floor bedroom. The main level also features a half bath with laundry

  Owen Loughan Westside Real Estate

  400 River St, Fair Haven, VT 05743
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  /12

  $450,000

  • Land
  • 1 Acre
  • $450,000 per Acre

  51 Alpine Terrace, Killington, VT 05751

  Own this legacy property on Pico Mountain. 51 Alpine Terrace is a rare offering of one acre that includes 2 lots, # 23 and # 24, benefitted by and adding value and a start of planning your build, with its cleared driveway and tiered building site, existing drilled well at the stone wall line, and Alpine Pipeline sewer hookup at road, all included in the price. It has spectacular views of winter

  Gary Thompson Killington Valley Real Estate

  51 Alpine Terrace, Killington, VT 05751
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  /43

  $269,000

  $14K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,947 Sq Ft

  29 Woodstock Ave, Rutland, VT 05701

  PRICE IMPROVEMENT on this wonderful Rutland home — where classic charm, space and flexibility come together in this spacious two-and-a-half-story Colonial designed for comfortable multi-generational living. Conveniently located near local hospital, shopping, schools and everyday amenities this home offers versatility and room to grow with flexible living spaces throughout. Inside, you’ll find

  Katie McFadden RE/MAX North Professionals

  29 Woodstock Ave, Rutland, VT 05701
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  /59

  $625,000

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  150 Ryan Rd, Castleton, VT 05735

  Live the Bomo life of your dreams with over 50 feet of direct waterfront access, a spacious wrap around screened-in porch and private dock space. Enjoy early morning ski sessions, sunset cruises or just watch the sunrise from any of your multiple decks and porches. The current owners have completely renovated this three season camp with over $130,000 in improvements including shoring up the

  Merisa Sherman Four Seasons Sotheby's Int'l Realty

  150 Ryan Rd, Castleton, VT 05735
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  /29

  $369,900

  • 4 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  298 Furnace St, Poultney, VT 05764

  Discover a rare opportunity to own a truly special village property offering the perfect blend of privacy, natural beauty, and small-town charm. Nestled on an expansive 3-acre riverfront lot, this distinctive home provides a peaceful retreat with breathtaking water views, mature trees, and direct access to the riverfront lifestyle. Remodeled in 2003 including a new poured concrete foundation,

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  (802) 454-5168

  298 Furnace St, Poultney, VT 05764
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  /6

  $40,000

  • Land
  • 9.5 Acres
  • $4,211 per Acre

  00 Coon Hill Rd, Castleton, VT 05735

  Very secluded Vermont lot! 9.5 acres of Vermont forest. The land is abuttingVermont Fish and Wildlife Zone. This property is a great place to get away from it all! Access is limited in the winter season.

  Ed Savage Green Mountain Premiere Properties

  00 Coon Hill Rd, Castleton, VT 05735
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  /37

  $465,000

  • 2 Beds
  • 1.5 Baths
  • 1,374 Sq Ft

  66 Hemmsted Cir, Castleton, VT 05735

  Have you been searching for an affordable year-round home with access to beautiful Lake Bomoseen? Now is your chance! This immaculate 2-bedroom, 1.5-bath home offers comfortable single-level living with the added bonus of deeded lake access. Just a short walk from the property, you’ll find your shared dock space, perfect for hopping on your boat and enjoying a day on the lake. The open-concept

  

  Hughes Group Team

  Casella Real Estate

  (802) 577-2228

  66 Hemmsted Cir, Castleton, VT 05735
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  /17

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  138 Curtis Ave, Rutland, VT 05701

  Welcome home to this fully renovated 3-bedroom, 2-bathroom double wide situated on a spacious 0.3-acre lot in the heart of Rutland. The open-concept layout creates the perfect space for entertaining, gathering with family, or simply enjoying everyday living. The primary suite offers a private retreat with its own full bathroom, while two additional bedrooms, a second full bath, and a convenient

  

  Hughes Group Team

  Casella Real Estate

  (802) 659-1335

  138 Curtis Ave, Rutland, VT 05701
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  /33

  $295,000

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

  855 North St, Brandon, VT 05733

  Don’t miss this incredible investment opportunity! This property offers strong potential and room for customization or renovation. Whether you're looking to expand your portfolio or create a space to live and have a tenant help pay the mortgage, this is a rare chance to add value in the desirable town of Brandon. This former slate roof factory has been turned into two apartments with a gigantic

  

  Beth Stanway

  IPJ Real Estate

  (802) 802-9460

  855 North St, Brandon, VT 05733
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  /28

  $789,000

  • 3 Beds
  • 2 Baths
  • 2,322 Sq Ft

  138 Western Shores Rd, Wells, VT 05774

  A rare opportunity at Lake St. Catherine. Looking for a family compound, love to entertain or looking for additional income ? Endless possibilities here. 3 different lots combine to offer a unique, versatile compound ideal for family retreats, entertaining or income. Nestled on 1 acre of land with 150' of lake front is a year round ranch style home with an attached 2 car car garage. Two bedrooms

  Lori Andrus-Winn New England Lakeside Realty

  138 Western Shores Rd, Wells, VT 05774
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  /9

  $59,000

  • Land
  • 23,086 Sq Ft
  • $111,321 per Acre

  97 School St, Castleton, VT 05735

  If you’ve been dreaming of a simpler, more self-sufficient lifestyle, this 0.53-acre lot offers the perfect place to begin. Tucked away at the end of a quiet dead-end road, the setting feels peaceful and private—ideal for cultivating a small organic homestead, garden, or retreat from the pace of everyday life. With plenty of usable space, this property is well-suited for raised beds, small-scale

  Heather Martelle Lakes & Homes Real Estate

  97 School St, Castleton, VT 05735
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  /54

  $759,900

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  71 Cobb Ln, Clarendon, VT 05759

  Step into timeless elegance with this single-level, 3-bedroom, 2-bathroom home set on 3 acres of picturesque Vermont countryside. Thoughtfully designed and built with uncompromising quality, this residence blends sophistication with everyday comfort. The interior boasts gorgeous flooring, a chef’s kitchen with granite countertops, rich cherry cabinetry, detailed tile work, and high-end finishes

  David Lafontaine Welcome Home Real Estate

  71 Cobb Ln, Clarendon, VT 05759
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  /53

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  3 Griswold Dr, Rutland, VT 05701

  This move-in ready 3-bedroom, 2-bathroom home is set in a quiet, newer community just minutes from Rutland amenities, with extensive updates completed throughout 2025–2026. The stylish kitchen showcases freshly painted cabinetry, stainless steel appliances, a new hood and open shelving, and attractive countertops that seamlessly connect to the open living and dining areas. A breakfast bar adds

  Erin McCormick KW Vermont

  3 Griswold Dr, Rutland, VT 05701
• 

  

  /45

  $895,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,634 Sq Ft

  3259 W Hill Rd, Wallingford, VT 05773

  Welcome to a quintessential Vermont farmhouse where history and comfort meet. This 1800s home has been thoughtfully refreshed while preserving its yesteryear charm. Original wood beams are showcased throughout, adding warmth and architectural character. Many recent improvements include updated flooring, an efficient woodstove, a pellet stove, and much more. A custom barn door opens to a welcoming

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

  3259 W Hill Rd, 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
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  /36

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,054 Sq Ft

  137 E Mountain Rd Unit IID02, Killington, VT 05751

  Prime Killington investment and lifestyle opportunity at the base of Killington Resort. This fully furnished, turnkey corner unit delivers exactly what today’s buyers are looking for: location, ease of ownership, and strong rental potential. Mountain Green Condos are right on East Mountain Road, abutting the Killington Golf Course and the future Killington Village. The property offers immediate

  Merisa Sherman Four Seasons Sotheby's Int'l Realty

  137 E Mountain Rd Unit IID02, Killington, VT 05751
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  /27

  $290,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  83 Baxter St, Rutland, VT 05701

  A beautifully maintained 3-bedroom, 2-bathroom home that offers comfort, charm, and a fantastic location. This well-cared-for property features a warm and inviting interior with spacious living areas perfect for everyday living and entertaining. The home includes a partially finished attic, offering flexible space for a home office, playroom, or additional storage. Step outside to enjoy a

  James Hurley Four Corner Properties LLC

  83 Baxter St, Rutland, VT 05701
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  /18

  $130,000

  • Land
  • 6,098 Sq Ft
  • $928,571 per Acre

  00 Perch Pond Rd Unit 6.68, Benson, VT 05743

  Waterfront Improved lot all set for your Camper or perhaps a seasonal tiny home. Extensive docking and deck system in place. Septic system, power, driveway and water available from the Pond makes this a "ready to go " parcel. Perch Pond is a 30 acre non motorized swimming and fishing destination that is a hard to find. A clean and uncrowded destination to go and relax and enjoy nature. It is

  Derek Greene Derek Greene

  00 Perch Pond Rd Unit 6.68, Benson, VT 05743
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  /60

  $399,000

  $28K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  769 Straight Rd, Belmont, VT 05730

  Escape to your own authentic Vermont homestead, tucked into the hillside and reaching toward the sky. Perched above the endless canopy of the Green Mountain National Forest, this private three-bedroom, two-bath retreat feels worlds away—peaceful, secluded, and deeply connected to the land.Inside, natural light pours into the kitchen each morning, while every window frames a living landscape

  Gail Engel & Völkers Okemo

  769 Straight Rd, Belmont, VT 05730
• 

  

  /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

  (802) 644-3540

  34 Ira Birdseye Rd, Castleton, VT 05735
• 

  

  /55

  $799,000

  • 3 Beds
  • 3 Baths
  • 4,456 Sq Ft

  34 S Main St, Danby, VT 05739

  If you’ve been dreaming of a place that blends modern living with total Vermont escape, this is it. Wake up to sweeping mountain views, step onto your expansive front deck with coffee in hand, or spend your afternoons enjoying your own private swimming hole and water slide: part of the famed Danby Slides, with beautifully crafted wrought iron stairs leading down to the brook. Set on over 8 acres,

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  34 S Main St, Danby, VT 05739
• 

  

  /25

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  409 Wilson Rd, Fair Haven, VT 05743

  Escape to the beauty of Lake Bomoseen with this 3-bedroom, 2-bath camp full of potential and charm. Nestled along one of Vermont’s most sought-after lakes, this property offers a rare opportunity to create your dream waterfront retreat. Significant improvements have already been completed, giving you a strong head start—yet there’s still work to be done, making this the perfect project for

  Claire Thompson Real Broker LLC

  409 Wilson Rd, Fair Haven, VT 05743
• 

  

  /59

  $1,900,000

  • 26 Beds
  • 23.5 Baths
  • 9,429 Sq Ft

  709 U S 4, Killington, VT 05751

  Fully staffed Inn, Restaurant & Pub with Owner's Wing.Own a high-demand hospitality asset in Killington; Vermont’s most iconic resort town, and a proven tourism powerhouse. With a track record of gross sales over $1MM, this hotel and bar attract consistent year-round traffic from skiers, hikers, and vacationers, while maintaining strong local patronage. With proven demand and a prime location

  Shemariah Nelson Badger Peabody & Smith Realty

  709 U S 4, Killington, VT 05751
• 

  

  /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
• 

  

  /46

  $329,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  16 W Shore Dr, Tinmouth, VT 05773

  Looking for a quiet spot on the waterfront to escape from the constant hustle and bustle of life? Your search can end here! Nestled in the beautiful mountains of picturesque Tinmouth, Vermont, on the shores of Chipman Lake, this cozy cottage is waiting for a new owner to claim it. Imagine starting your mornings sipping your coffee on the deck or dock overlooking the water and spacious level lawn,

  Erin Kendall EXP Realty

  16 W Shore Dr, Tinmouth, VT 05773
• 

  

  /4

  $55,000

  • Land
  • 13,503 Sq Ft
  • $177,419 per Acre

  00 Airport Rd Unit 3, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #3 provides a nicely sized building lot set back from the road offering a more private setting while still being in a convenient in-town Fair Haven location. Public water, sewer, and power available at the street. Ideal for a primary residence or investment property. WW permits will need to be obtained by buyer

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 3, Fair Haven, VT 05743
• 

  

  /4

  $55,000

  • Land
  • 13,503 Sq Ft
  • $177,419 per Acre

  00 Airport Rd Unit 4, Fair Haven, VT 05743

  FAIR HAVEN: Don't miss this desirable corner building lot available in Fair Haven, Vermont! Lot #4 offers a level and open parcel located at the corner with road frontage, providing a flexible building site for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. Conveniently located near downtown Fair

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 4, Fair Haven, VT 05743
• 

  

  /4

  $55,000

  • Land
  • 16,117 Sq Ft
  • $148,649 per Acre

  00 Airport Rd Unit 1, Fair Haven, VT 05743

  FAIR HAVEN: Don't miss this exciting opportunity to own a prime building lot available in Fair Haven, Vermont. Lot #1 offers a level and open parcel in a convenient in-town location, providing an excellent opportunity to build a primary residence or investment property. Public water, public sewer, and power are available at the street, offering ease of development. Conveniently located near

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 1, Fair Haven, VT 05743
• 

  

  /3

  $55,000

  • Land
  • 14,374 Sq Ft
  • $166,667 per Acre

  00 Airport Rd Unit 2, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #2 offers a level and open parcel providing a great opportunity for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. This lot is situated in a convenient in-town location near downtown Fair Haven, local schools, and area amenities. A

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 2, Fair Haven, VT 05743
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  /9

  $82,900

  $7K PRICE DROP

  • Land
  • 3.1 Acres
  • $26,742 per Acre

  0 Grover Dr Unit 5085293, Rutland, VT 05701

  Welcome to Grover Drive — an exceptional neighborhood in the highly sought after location of Rutland Town. Take advantage of this rare opportunity to own two adjoining lots totaling 3.1 acres with gentle mountain views creating a beautiful, natural backdrop. This mostly level, cleared land offers a seamless blend of open space, mature trees, and underground electric at the road - a perfect

  

  Hughes Group Team

  Casella Real Estate

  (802) 456-4292

  0 Grover Dr Unit 5085293, Rutland, VT 05701
• 

  

  /46

  $999,000

  • 4 Beds
  • 3.5 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

  Alex Pintair Four Seasons Sotheby's Int'l Realty

  557 Pleasant Valley Rd, Benson, VT 05743
• 

  

  /49

  $1,499,000

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  1267 Kelley Hill Rd, Pawlet, VT 05761

  Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 32 +- acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 481-3419

  1267 Kelley Hill Rd, Pawlet, VT 05761
• 

  

  /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
• 

  

  /47

  $329,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 623 Sq Ft

  182 High Ridge Rd Unit I02, Killington, VT 05751

  Welcome to this beautifully updated one-bedroom, one-bath condo in the desirable High Ridge community at Killington Resort. Thoughtfully maintained and move-in ready, this inviting unit offers the perfect blend of comfort and convenience in the heart of Vermont’s premier four-season destination. Inside, you’ll find a bright and airy living space filled with natural light, enhanced by a cozy

  Nathan Mastroeni

  182 High Ridge Rd Unit I02, Killington, VT 05751
• 

  

  /49

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  1267 Kelley Hill Rd, Pawlet, VT 05761

  Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 15 acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 523-3639

  1267 Kelley Hill Rd, Pawlet, VT 05761

Showing Results 81 - 120, Page 3 of 8