Modern & Contemporary Homes for Sale in Rutland County VT

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  /33

  $875,000

  • 3 Beds
  • 3 Baths
  • 5,186 Sq Ft

  415 Crown Point Rd, Cuttingsville, VT 05738

  Surrounded by terraced gardens and tucked away on 13 private acres off a quiet country road, this thoughtfully crafted mountain retreat offers peace and quiet, craftsmanship, and mountain vistas. The spacious great room is the heart of the home, where soaring cathedral ceilings, a wall of windows, and a handsome stone fireplace create an inviting gathering space. Sunlight fills the interior,

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  415 Crown Point Rd, Cuttingsville, VT 05738
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• 

  

  

  /50

  $1,395,000

  • 3 Beds
  • 3.5 Baths
  • 3,248 Sq Ft

  58 Knoll Dr, Killington, VT 05751

  Stellar Killington location just a minute away from Green Mountain National Golf Course, Kent Pond, and a few miles away from the Killington Access Road. This immaculate 3 bedroom, 3 1/2 bath gem on 2.6 acres has a gorgeous open concept floor plan with hardwood floors, cathedral ceilings, and loads of glass to enjoy nature. It's ideal for entertaining family and friends. The main level of the

  Marni Rieger KW Vermont-Killington

  58 Knoll Dr, Killington, VT 05751
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  /44

  $519,000

  • 2 Beds
  • 2 Baths
  • 1,129 Sq Ft

  19 High Ridge Rd Unit A-9, Killington, VT 05751

  Exciting opportunity to own an updated 2-bedroom, 2-bathroom condominium in the highly sought-after High Ridge community! Ideally located in the coveted A Building, the closest building to the ski-home trail, this inviting mountain retreat offers the perfect blend of comfort and convenience. Inside, you'll find tasteful updates throughout, creating a warm and welcoming space that's ready to be

  Kaitlyn Hummel Prestige Real Estate of Killington

  19 High Ridge Rd Unit A-9, Killington, VT 05751
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  /59

  $1,275,000

  • 6 Beds
  • 6 Baths
  • 5,616 Sq Ft

  1450 Clarendon Ave, West Rutland, VT 05777

  Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes—perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season

  Hughes Group Team Casella Real Estate

  1450 Clarendon Ave, West Rutland, VT 05777
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  /43

  $174,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  133 E Mountain Rd Unit 3A8, Killington, VT 05751

  Fully renovated and effortlessly stylish, this 1-bedroom walkout condo in the main building of Mountain Green is the perfect blend of modern comfort and mountain charm. Bathed in natural light, the open-concept living space features recessed lighting throughout, sleek laminate flooring, and a built-in electric fireplace that creates a warm, inviting atmosphere after a day outdoors.The

  Nathan Mastroeni

  133 E Mountain Rd Unit 3A8, Killington, VT 05751
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  /32

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,868 Sq Ft

  1764 W Tinmouth Rd, West Rutland, VT 05777

  Enjoy the space, privacy, and versatility of this 4-bedroom, 2-bathroom home set on a private 2.75-acre lot. The contemporary open-concept first floor offers a comfortable layout designed for both everyday living and entertaining, featuring a spacious kitchen, living area, and a convenient primary bedroom with its own bathroom. The lower level provides plenty of additional living space, with

  Hughes Group Team Casella Real Estate

  1764 W Tinmouth Rd, West Rutland, VT 05777
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  /60

  $1,749,000

  • 3 Beds
  • 4 Baths
  • 2,948 Sq Ft

  27 Eagle's Ridge Unit 39A, Killington, VT 05751

  Welcome to Topridge, where mountain living, spectacular views and exceptional ski access come together in this beautifully appointed retreat. Enjoy breathtaking views of Bear Mountain and the convenience of skiing home to your front door. Head out by walking a short distance to access the trail leading to Bear Mountain or ski down to the Sunrise chairlift. A spacious mudroom welcomes you home,

  Katie McFadden RE/MAX North Professionals

  27 Eagle's Ridge Unit 39A, Killington, VT 05751
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  /50

  $1,499,000

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  791 Journey End, Mendon, VT 05701

  Imagine wrapping up a day on the slopes and rolling home to your own slice of Mendon serenity; 3 bedroom, 2.5 baths and 2,244 square feet of modern luxury waiting down a long dirt driveway for you. This thoughtfully built home puts craftsmanship front and center. Radiant floors warm the main level, the three car garage, and the basement alike. The basement is an expansive, wide-open canvas ready

  Nancy Greenwood Watson Realty & Associates

  791 Journey End, Mendon, VT 05701
• 

  

  /31

  $2,875,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  56 Vistas Dr Unit 5, Killington, VT 05751

  NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high

  Heidi Bomengen Prestige Real Estate of Killington

  56 Vistas Dr Unit 5, Killington, VT 05751
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  /33

  $452,000

  New Construction $102K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  100 Sawyer Hill Rd, Mount Holly, VT 05758

  Located just minutes from the Jackson Gore base area at Okemo Mountain Resort, this exceptional property offers a rare opportunity to jumpstart your dream mountain home. Things are progressing quickly on the 4-bedroom septic system, and a drilled well has now been installed! This spec home is being offered weather-tight with substantial construction already completed, including a new driveway and

  Joseph Karl William Raveis Real Estate Vermont Properties

  100 Sawyer Hill Rd, Mount Holly, VT 05758
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  /60

  $1,750,000

  $16M PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,848 Sq Ft

  182 Bearly Hi Way, Killington, VT 05751

  WOW, WOW, WOW ! This incredible Killington home was personally constructed by a Killington builder as his own home with one goal in mind – to deliver unmatched views of Killington and Pico peaks from every space possible. Wake up in the primary bedroom and ensuite bath, sip coffee around the kitchen island, entertain friends in the dining room (with a wood-burning fireplace), or snuggled up to

  Judy Storch Killington Valley Real Estate

  182 Bearly Hi Way, Killington, VT 05751
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  /60

  $1,699,999

  $300K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 5,122 Sq Ft

  310 Hateful Hill Rd, East Wallingford, VT 05742

  Don't let the road name fool you, there is nothing to hate about this Robert Carl Williams grand estate and farm with stables. Nestled on a hilltop in East Wallingford, you will find one of the finest properties in the area with a nicely appointed 4 bedroom 5 bath house boasting 5 fireplaces, a historic huge barn, a run-in horse shelter, a Morton barn/riding arena, and a 5 bay carriage

  Kevin Barnes William Raveis Real Estate Vermont Properties

  310 Hateful Hill Rd, East Wallingford, VT 05742
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  /59

  $1,200,000

  • 6 Beds
  • 6 Baths
  • 5,616 Sq Ft

  1450 Clarendon Ave, West Rutland, VT 05777

  Set on approximately 49 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes—perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season

  Hughes Group Team Casella Real Estate

  1450 Clarendon Ave, West Rutland, VT 05777
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  /41

  $1,429,000

  • 4 Beds
  • 3 Baths
  • 3,092 Sq Ft

  2643 Sugar Hill Rd, Wallingford, VT 05773

  A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The

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

  2643 Sugar Hill Rd, Wallingford, VT 05773
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  /40

  $455,000

  • 4 Beds
  • 2.5 Baths
  • 2,853 Sq Ft

  6 Moonbrook Dr, Rutland, VT 05701

  Welcome to this beautifully appointed 4-bedroom, 3-bath contemporary home located at 6 Moon Brook Drive in Rutland City. Designed with both comfort and entertaining in mind, this spacious residence offers an inviting blend of quality finishes including Hubbardton Forge light fixtures, thoughtful updates, and a desirable location. The main level features an impressive eat-in kitchen with rich

  Leona Minard Four Seasons Sotheby's Int'l Realty

  6 Moonbrook Dr, Rutland, VT 05701
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  /46

  $139,000

  $66K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 669 Sq Ft

  135 E Mountain Rd Unit 1G6, Killington, VT 05751

  This one-bedroom, top floor, end unit in Building One at Mountain Green Resort offers the perfect combination of comfort, location, and investment potential. Enjoy long rage valley and mountain views from each side of the building. Watch the groomers at night or check out the fall colors off the deck. Enjoy a full suite of resort-style amenities, including a seasonal outdoor pool located between

  Shannon Handrahan

  135 E Mountain Rd Unit 1G6, Killington, VT 05751
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  /60

  $1,100,000

  $300K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,092 Sq Ft

  373 Tanglewood Dr, Killington, VT 05751

  Situated on 1.5 acres in the desirable Tanglewood Drive neighborbood, this 4 bedroom/ 3 bath, recently renovated home is being sold fully furnished and is move in ready. Renovations include a new 200 amp electrical service, PEX plumbing, heating system, roof, siding, doors, windows, fixtures, flooring, programmable thermostats, appliances and furnishings. Enter into the home through the recently

  Michelle Lord Ski Country Real Estate

  373 Tanglewood Dr, Killington, VT 05751
• 

  

  /46

  $879,000

  • 4 Beds
  • 2 Baths
  • 1,514 Sq Ft

  64 East Ln, Killington, VT 05751

  Welcome to your family's new vacation home! First time ever offered for sale by the original owner who used it as a family retreat. Located on 1.8 private acres, consisting of two lots +/- 0.9 acres each, one with a custom built four-bedroom home while the other offers the possibility of building another home. Just minutes to the lifts and action on Killington Road, the property is located at the

  Kerry Dismuke RE/MAX North Professionals

  64 East Ln, Killington, VT 05751
• 

  

  /51

  $143,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  228 E Mountain Rd Unit DA DUP GRAND HOTEL 1, Killington, VT 05751

  PRICE ADJUSTMENT! Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 152 Interval Use Period II is a 2BR/2BA duplex (two level) unit that sleeps 8 guests on three queen beds and a sofa-bed. Ownership entitles the owner to 13 weeks of use per year. This unit enjoys a large balcony with mountain and ski slope views! A full kitchen with

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit DA DUP GRAND HOTEL 1, Killington, VT 05751
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  /60

  $1,499,000

  • 5 Beds
  • 4 Baths
  • 5,006 Sq Ft

  2427 Monument Hill Rd, Castleton, VT 05735

  Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook

  Michael Johnston Coldwell Banker Hickok and Boardman

  2427 Monument Hill Rd, Castleton, VT 05735
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  /29

  $739,000

  • 5 Beds
  • 3 Baths
  • 2,992 Sq Ft

  454 Brookwood, Rutland, VT 05701

  Space, Views, and Flexibility in Mendon's Brookwood CommunityFamily owned for fifty years and set on 2 acres in Mendon's sought-after Brookwood community. Mountain and wooded views from nearly every window. This thoughtfully designed five-bedroom home offers flexible living for multi-generational households or guests. The main level features a handicap-accessible ensuite bedroom, while the

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  454 Brookwood, Rutland, VT 05701
• 

  

  /50

  $499,995

  $10K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,512 Sq Ft

  321 Moon Ridge Rd Unit 2B, Killington, VT 05751

  Welcome to Moon Ridge 2B. This renovated 3-level town home offers 2 bedrooms plus bonus room and 3 bathrooms. Tucked away just off Killington Road, this condo provides both comfort and ease. Imagine sipping apres on the deck outside the living room or relaxing on the couch while listening to the crackle of the wood burning fireplace, all while being minutes to everything that Killington has to

  Michelle Lord Ski Country Real Estate

  321 Moon Ridge Rd Unit 2B, Killington, VT 05751
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  /58

  $499,000

  $21K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,420 Sq Ft

  42 Mountain Rd, Middletown Springs, VT 05757

  Nestled alongside a quiet town gravel road on almost 7 acres, this newly built two plus (loft/bedroom and permitted as a 4 bedroom) bedroom, one bath timber frame home is perfect to hang your hat and enjoy nature, peace and quiet. Ideally designed with a full length back porch looking west over the meadow and beautiful wetland area set down below the meadow - Could be perfect for some critters or

  Scott McChesney McChesney RE, Inc.

  42 Mountain Rd, Middletown Springs, VT 05757
• 

  

  /59

  $1,399,999

  $125K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,002 Sq Ft

  563 Rim Rd, Killington, VT 05751

  The Queen’s Croft—A Luxurious 4-Bedroom, 5-Bath Custom Vacation Home less than 2 miles to Bear Mountain. Built in 2007 and spanning three beautifully finished levels, this fully furnished and equipped 4,000 sq ft custom home offers the ideal blend of luxury, comfort, and convenience. The property features many thoughtfully designed rooms, and high quality details like heavily-insulated 2x6

  Bret Williamson Killington Valley Real Estate

  563 Rim Rd, Killington, VT 05751
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  /24

  $479,900

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

  188 Green Hill Ln, Wallingford, VT 05773

  Welcome to your Vermont dream nestled among the rolling green hills of Wallingford, where country charm meets everyday comfort in this stunning 4-bedroom, 2-bathroom home. This property delivers the kind of lifestyle most people only daydream about during morning meetings. Step inside to discover a thoughtfully designed interior featuring spacious and generous living areas perfect for gathering

  Brian Hill Remax Summit

  188 Green Hill Ln, Wallingford, VT 05773
• 

  

  /50

  $2,895,000

  New Construction

  • 3 Beds
  • 4 Baths
  • 4,031 Sq Ft

  46 Deer Run, Killington, VT 05751

  EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington’s most sought-after locations, this brand-new multi-bedroom with five sleeping rooms—including three officially designated bedrooms—and four bathrooms, this home offers a high level of comfort, luxury, craftsmanship, and energy efficiency with arguably one of the best views in town. Enjoy soaring ceilings—28

  Daniel Pol Killington Pico Realty

  46 Deer Run, Killington, VT 05751
• 

  

  /47

  $1,072,000

  • 3 Beds
  • 3 Baths
  • 2,529 Sq Ft

  1990 E Mountain Rd, Killington, VT 05751

  Welcome to Bearly Lodge. This turn-key 3 bedroom/ 3 bathroom , plus bonus room, home has recently undergone a major face lift. The exterior has brand new LP Smart siding, new windows throughout the home and an expansive new pressure treated deck. The interior renovations include a monitored commercial alarm system, 3 updated bathrooms, new flooring throughout the home, renovated kitchen with

  Michelle Lord Ski Country Real Estate

  1990 E Mountain Rd, Killington, VT 05751
• 

  

  /32

  $622,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  105 Northbrook Unit A2, Killington, VT 05751

  Tucked away at the end of a quiet gravel road, this Northbrook Condo offers a rare sense of privacy surrounded by the beauty of the woods. Inside, the main level welcomes you with soaring vaulted ceilings, abundant natural light, and a warm wood-burning fireplace—creating the perfect mountain retreat atmosphere. Step out onto the spacious deck to take in the peaceful forest views, ideal for

  Nathan Mastroeni

  105 Northbrook Unit A2, Killington, VT 05751
• 

  

  /44

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  2456 Vermont 30, Pawlet, VT 05761

  Tucked away at the end of a privately maintained road, lined with a stonewall on each side, provides a beautiful entrance to this 2.70 acre parcel with a most private and peaceful setting that feels like a dream the moment you arrive. The beautiful yard continues with the stonewall boundary, mountain views and a luscious grassy yard. A perfect home for pets, gardeners, children's play, barbecues

  Lori Andrus-Winn New England Lakeside Realty

  2456 Vermont 30, Pawlet, VT 05761
• 

  

  /27

  $1,500,000

  • 4 Beds
  • 5 Baths
  • 2,887 Sq Ft

  1300 Mountain Rd, Ludlow, VT 05149

  An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1300 Mountain Rd, Ludlow, VT 05149
• 

  

  /60

  $525,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22 Marble St, Brandon, VT 05733

  Stylish newly built home featuring thoughtful design and quality finishes throughout. Open concept living with an inviting living room with a cozy wood stove overlooking the barn and backyard. Kitchen with custom shelving, striking walnut and black tile countertops, brand new Unique Classic retro style kitchen appliances and a center bar for workspace and entertaining. Custom moldings throughout

  Wendy Rowe Rowe Real Estate

  22 Marble St, Brandon, VT 05733
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  /39

  $420,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft

  55 Fox Hollow Village Unit 1, Mendon, VT 05701

  Enjoy comfort and convenience in this spacious, light-filled condominium at Fox Hollow Village. Ideally located directly across from Pico Mountain and on the shuttle route to Killington Resort, this property offers easy access to year-round outdoor recreation and excellent rental potential. The open-concept living area features cathedral ceilings, a floor-to-ceiling brick fireplace, and access to

  Kerry Dismuke RE/MAX North Professionals

  55 Fox Hollow Village Unit 1, Mendon, VT 05701

Showing Results 41 - 72, Page 2 of 2