Rutland County, VT Homes

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  /28

  Est $281,539 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,996 Sq Ft

  106 South St, Proctor, VT 05765

  106 South St, Proctor, VT 05765
• 

  

  

  /40

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  913 Saw Mill Hill Rd, Wells, VT 05774

  Whether you love hunting, hiking, or simply soaking in the great outdoors, this property is for you! With 18.6 acres, abundant wildlife, and ownership of the summit of Pond Mountain, adventure begins right outside your door. Tucked just minutes from the charming village of Wells, beautiful Lake St. Catherine, and down the road from a trailhead of the Slate Valley Biking Trails, this completely

  Heather Martelle Lakes & Homes Real Estate

  913 Saw Mill Hill Rd, Wells, VT 05774
• 

  

  

  /27

  $425,000 Sold Aug 15, 2025

  • 1,872 Sq Ft
  • $227/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1890

  1204 Money Hole Rd, Benson, VT 05743

  This charming country property sits on 13.10 acres with large pond and mature landscaping, 1890 Farmhouse in Benson Vermont. 9 acres of fenced pasture with barn and run in sheds. Barn has box stalls and free stalls all rubber matted including the run in sheds. The house has beautiful views and is very quaint. 10 minutes from lake Champlain and 35 minutes from Killington.

  Alison McCullough Alison McCullough Real Estate

  1204 Money Hole Rd, Benson, VT 05743
• 

  

  

  /34

  Est $300,246 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  82 Wellwood Orchard Rd, Springfield, VT 05156

  82 Wellwood Orchard Rd, Springfield, VT 05156
• 

  

  

  /42

  $835,000

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  3845 Main Rd, West Haven, VT 05743

  Experience peak Vermont living on 180 acres of breathtaking open and wooded land, for generations to enjoy. Set privately at the end of a long, well-maintained driveway, this beautiful 4-bedroom home blends modern comforts with natural serenity.The main level features a spacious kitchen with granite countertops, perfect for gathering and entertaining. Central air, radiant heat, and a

  Mandolyn McIntyre Crow Real Broker LLC

  3845 Main Rd, West Haven, VT 05743
• 

  

  /22

  $260,000 Sold Aug 15, 2025

  • 1,428 Sq Ft
  • $182/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  493 East Rd, Wallingford, VT 05773

  Welcome to your serene mountain retreat—where nature surrounds you and convenience is just a short drive away. Located only 20–25 minutes from either Rutland or Manchester and 35–40 minutes from world-class skiing at Killington, Pico, or Okemo, this “just right” chalet-style home is tucked into a scenic valley framed by the Taconic and Green Mountains. Enjoy breathtaking views and access to

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  493 East Rd, Wallingford, VT 05773
• 

  

  /40

  Est $540,617 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  859 North Rd, Castleton, VT 05735

  859 North Rd, Castleton, VT 05735
• 

  

  /40

  $460,000

  • 4 Beds
  • 3.5 Baths
  • 3,409 Sq Ft

  29 Catherine Dr, Rutland, VT 05701

  Spacious four bedroom Cape Cod style home with four bathrooms in a desirable location. An open floor plan, a wood burning fireplace and a screened porch makes this a perfect home for entertaining. The centrally located kitchen has new granite counter tops, an eating area plus an eating counter. Attached you will find the wonderful 12'x20' screened porch and deck to extend your living space to the

  Sandi Reiber Four Seasons Sotheby's Int'l Realty

  29 Catherine Dr, Rutland, VT 05701
• 

  

  /27

  $420,000 Sold Aug 15, 2025

  • 2,943 Sq Ft
  • $143/SF
  • 230 Days On Market

  • 8 Beds
  • 2.5 Baths
  • Built 1870

  3 Union St, Brandon, VT 05733

  Opportunity knocks with this unique property, located in the heart of Brandon, Vermont. The property spans 1.3 acres of land and features 7 bedrooms and 2 full baths. The great room is a standout feature, complete with a full kitchen and ample space for entertaining and relaxing. In addition, the property is handicap accessible, making it a versatile living space that can accommodate various

  Melanie Hanson Watson Realty & Associates

  3 Union St, Brandon, VT 05733
• 

  

  /36

  Est $538,932 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,155 Sq Ft

  3164 Mcconnell Rd, Brandon, VT 05733

  3164 Mcconnell Rd, Brandon, VT 05733
• 

  

  /57

  $405,900

  • 4 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  49 McKinlay Rd, Chittenden, VT 05763

  Set on a peaceful country road in the desirable town of Chittenden--known for its highly regarded elementary school and high school choice--this 4-bedroom, 2.5 bath home offers the perfect balance of privacy, functionality, and potential. The home sits on a 1.30-acre lot featuring a sunny, level front yard framed by stonewalls, a partially wooded backyard, and plenty of outdoor space to enjoy

  Karen Heath Four Seasons Sotheby's Int'l Realty

  49 McKinlay Rd, Chittenden, VT 05763
• 

  

  /26

  $290,000 Sold Aug 14, 2025

  • 2,684 Sq Ft
  • $108/SF
  • 46 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  65 E Washington St, Rutland, VT 05701

  A Charming 3 Bed, 2 Bath Rutland City Ranch – Ideal for First-Time Home Buyers, Growing Families or Those Looking to Downsize and Move Into the City. This delightful single-level, with renovated basement, ranch home is nestled in a tranguil Rutland City neighborhood. Perfect for first-time home buyers ready to invest in their future or for those seeking to downsize without compromising on

  Mark Triller Real Broker LLC

  65 E Washington St, Rutland, VT 05701
• 

  

  /17

  Est $349,505 Not Listed For Sale

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

  157 Skyline Dr, West Rutland, VT 05777

  157 Skyline Dr, West Rutland, VT 05777
• 

  

  /32

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  20 Brightview Ave, Rutland, VT 05701

  Discover this beautifully maintained three-bedroom, 2-bathroom raised ranch tucked away on a dead-end street in one of Rutland City’s best-kept secret neighborhoods. Set on over a half-acre lot, this property offers privacy, space, and must be seen to be truly appreciated.Step inside this sweet home to find gleaming hardwood floors and a bright, welcoming layout. The spacious living room

  Noel Weeks Welcome Home Real Estate

  20 Brightview Ave, Rutland, VT 05701
• 

  

  /48

  $75,000 Sold Aug 14, 2025

  • 450 Sq Ft
  • $167/SF
  • 103 Days On Market

  • 1 Bath
  • Built 1998

  228 E Mountain Rd Unit A GRAND HOTEL 121 II, Killington, VT 05751

  Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 121 Interval Use Period II is a studio that sleeps 4 guests on a Murphy-bed and a sofa-bed. This studio unit offers a bit more square footage than most studios due to its location in the building where the hallway "bends". In addition to extra square footage, this unit's location

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit A GRAND HOTEL 121 II, Killington, VT 05751
• 

  

  /37

  Est $386,327 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  521 Pinehill Rd, West Rutland, VT 05777

  521 Pinehill Rd, West Rutland, VT 05777
• 

  

  /32

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  6948 Us Rte 7 Hwy, Pittsford, VT 05763

  Steeped in history yet thoughtfully updated, this grand Colonial in Pittsford, Vermont, combines timeless charm with modern convenience. Pittsford is a welcoming community known for its small-town feel, scenic beauty, and easy access to Rutland, Brandon, Middlebury, Lake Bomoseen, and Killington Ski Area. The newly renovated kitchen is a true centerpiece with vaulted ceilings, original beams,

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

  6948 Us Rte 7 Hwy, Pittsford, VT 05763
• 

  

  /26

  $85,000 Sold Aug 14, 2025

  • 1,403 Sq Ft
  • $61/SF
  • 336 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1840

  243 York St, Poultney, VT 05764

  Priced to sell! Welcome to this delightful fixer-upper in the picturesque Village of Poultney, where the foundation of your dream home is already in place! This character-filled property offers tremendous potential for those with a vision and a passion for renovation. With 3 bedrooms, 1 full bathroom, and an abundance of bonus space, it’s the perfect opportunity to create a space tailored to your

  Heather Martelle Lakes & Homes Real Estate

  243 York St, Poultney, VT 05764
• 

  

  /40

  Est $452,881 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  90 Westside Ct, West Rutland, VT 05777

  90 Westside Ct, West Rutland, VT 05777
• 

  

  /30

  $425,000

  • 6 Beds
  • 6 Baths
  • 3,340 Sq Ft

  25 Grove St, Brandon, VT 05733

  Perfectly suited for multi-generational living or as a charming bed & breakfast/Airbnb venture, this 6-bedroom, 6-bath property known as “The Gazebo Inn” offers an impressive blend of space and potential. Nestled on a picturesque 1.6-acre lot, The Gazebo Inn features enchanting perennial gardens and majestic maple and black walnut trees, creating a serene retreat just moments from downtown

  Stephanie Corey Adirmont Real Estate, LLC

  25 Grove St, Brandon, VT 05733
• 

  

  /43

  $380,000 Sold Aug 13, 2025

  • 1,904 Sq Ft
  • $200/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  1014 Gates Rd N, Mount Holly, VT 05730

  Charming Country Colonial is set back from the road for privacy and overlooks a small pond. Main level bedroom suite with bath. Open concept living and dining. Basement with a workshop area plus 2 garages! Wrap around deck offers mountain and pond view. 10+- wooded acres with 2 ponds. Comes with some furniture and additional items a buyer might use.

  Don Eatmon Kelley Real Estate, Inc.

  1014 Gates Rd N, Mount Holly, VT 05730
• 

  

  /34

  Est $324,465 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft

  67 Meadow Ln, West Rutland, VT 05777

  67 Meadow Ln, West Rutland, VT 05777
• 

  

  /58

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft

  228 E Mountain Rd Unit PH GRAND HOTEL 329 I, Killington, VT 05751

  Become one of only four owners of this ONE OF A KIND 2BR PENTHOUSE UNIT at the slopeside Killington Grand Resort Hotel! Unit 329 Interval I is a 2BR penthouse that accommodates 8 guests on a king, two queens and a sofa-bed. This penthouse unit is the only one of it's kind in the building! Ownership entitles the owner to 13 weeks of use per year. A full sized kitchen (with breakfast bar!) and

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit PH GRAND HOTEL 329 I, Killington, VT 05751
• 

  

  /21

  $290,000 Sold Aug 13, 2025

  • 589 Sq Ft
  • $492/SF
  • 57 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1990

  71 Alpine Dr Unit D-205, Killington, VT 05751

  Ski-On/Ski-Off at Pico! Don’t miss this exciting opportunity to own a one-bedroom, one-bathroom condo located at the base of Pico Resort in the heart of the Green Mountains. Offered fully furnished and equipped, this inviting retreat is ready for its next owner to enjoy. Inside, you’ll find updated flooring and appliances, tasteful furnishings, and a cozy wood-burning fireplace—perfect for

  Kaitlyn Hummel Prestige Real Estate of Killington

  71 Alpine Dr Unit D-205, Killington, VT 05751
• 

  

  /36

  Est $339,218 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,471 Sq Ft

  20 North Ln, West Rutland, VT 05777

  20 North Ln, West Rutland, VT 05777
• 

  

  /60

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,851 Sq Ft

  705 Hedgehog Hill Rd S, Mount Holly, VT 05758

  Here is YOUR RARE OPPORTUNITY to own a private piece of sought after Belmont, Vermont. A tree lined country road leads to this home on TEN acres of forested mountain solitude. All this, just minutes from Okemo Mountain Resort, Ludlow Lakes Region and Ludlow Village. A short drive to Bromley and Stratton Mountains and Killington Resort. The quaint Vermont Village of Weston with The Weston Play

  Daniel Adams Adams Vermont Properties

  705 Hedgehog Hill Rd S, Mount Holly, VT 05758
• 

  

  /46

  $424,900 Sold Aug 13, 2025

  • 2,931 Sq Ft
  • $145/SF
  • 61 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  82 Glenbrook Rd, Castleton, VT 05735

  Welcome to this charming ranch-style home nestled on a serene .8-acre lot in the heart of Castleton Village. Just minutes from Lake Bomoseen, a short drive to Killington Ski Resort, and only 45 minutes from Queensbury, NY, this home offers the perfect blend of comfort and convenience.Step inside to find an open and airy living area that seamlessly flows into the dining room and a beautifully

  Rondene Wanner EXP Realty

  82 Glenbrook Rd, Castleton, VT 05735
• 

  

  /40

  Est $378,076 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  95 Tower Ln, West Rutland, VT 05777

  95 Tower Ln, West Rutland, VT 05777
• 

  

  /47

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  17 Park St, Proctor, VT 05765

  Come see this charming Victorian home that sits proudly on a rare double lot in the heart of Proctor. Recently revitalized, this property beautifully blends its historic character with the convenience of modern updates, making it truly move-in ready. Step inside to find thoughtful improvements throughout, including a brand-new boiler, updated electrical, fresh flooring, new paint, cabinets,

  Will Spanos KW Vermont-Killington

  17 Park St, Proctor, VT 05765
• 

  

  /27

  $515,000 Sold Aug 13, 2025

  • 2,337 Sq Ft
  • $220/SF
  • 75 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  20 Moonbrook Dr, Rutland, VT 05701

  This property is one-of-a kind in a great Rutland City neighborhood. Walking distance to both the Hospital and High School with mountain views and good privacy. The flat lot can accommodate a pool or additional outside space easily.Move-in condition. Upstairs has a wonderful studio area that is well lit and can be used in many different ways. Full basement provides great

  Christopher Fucci Chris Fucci Associates, LTD

  20 Moonbrook Dr, Rutland, VT 05701
• 

  

  /29

  Est $411,486 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  171 Dewey Ave, West Rutland, VT 05777

  171 Dewey Ave, West Rutland, VT 05777
• 

  

  /37

  $468,000

  • 2 Beds
  • 2 Baths
  • 1,848 Sq Ft

  4297 Us Route 4, Rutland, VT 05701

  Mountain Retreat with Pond, Stream & Gourmet Kitchen — Minutes from Killington! Discover your private Vermont sanctuary nestled between Rutland and Pico Mountain, just minutes from world-class skiing at Killington Resort. This beautifully appointed home offers a rare blend of natural serenity and luxurious amenities. Set on a picturesque lot with a tranquil pond, meandering stream, and

  Judy Storch Killington Valley Real Estate

  4297 Us Route 4, Rutland, VT 05701
• 

  

  /30

  $177,500 Sold Aug 13, 2025

  • 900 Sq Ft
  • $197/SF
  • 207 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  135 E Mountain Rd Unit 1A4, Killington, VT 05751

  Completely renovated to the studs, everything is new in this 2-bedroom, 1.5-bath fully-furnished and equipped Mountain Green unit located on the ground level of Building 1. Mountain Green is located on the Killington shuttle route with the Killington Golf course out your back door. Amenities include outdoor pool, indoor pool/hot tub with exercise facility, sauna, steam room, massage rooms as

  Bret Williamson Killington Valley Real Estate

  135 E Mountain Rd Unit 1A4, Killington, VT 05751
• 

  

  /29

  Est $349,406 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft

  64 Dewey Ave, West Rutland, VT 05777

  64 Dewey Ave, West Rutland, VT 05777
• 

  

  /29

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  678 Corn Hill Rd, Pittsford, VT 05763

  Fantastic Country Club Location! This inviting one-level ranch offers a rare combination of golf course frontage and spectacular western mountain views. With 1,344 square feet of living space, the home features hardwood flooring under much of the carpeting—ready to be revealed for added warmth and timeless beauty. The welcoming layout includes generously sized living and dining rooms, a bright

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

  678 Corn Hill Rd, Pittsford, VT 05763
• 

  

  /60

  $632,000 Sold Aug 12, 2025

  • 2,122 Sq Ft
  • $298/SF
  • 4 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1871

  816 Goodrich Crossroad, Benson, VT 05743

  Set on 204 acres of classic Vermont farmland, this spacious 4-bedroom, 1-bathroom farmhouse offers quiet country living with stunning long-range views of both the Adirondacks and Green Mountains. The home features over 2,100 sq ft of living space, plus plenty of storage inside and out—including multiple barns and outbuildings, one of which is a beautiful old post-and-beam barn. Approximately 132

  Betsy Adamovich Real Broker LLC

  816 Goodrich Crossroad, Benson, VT 05743
• 

  

  /18

  Est $182,473 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  39 Chapel St, West Rutland, VT 05777

  39 Chapel St, West Rutland, VT 05777
• 

  

  /44

  $379,000

  • 2 Beds
  • 2 Baths
  • 2,052 Sq Ft

  15 Emeritus St, Rutland, VT 05701

  Welcome to this beautifully maintained raised ranch. Step inside to an open landing highlighted by a stunning Hubbardton Forge light feature. The bright and airy kitchen features a center island, granite countertops, Kraftmaid cabinets and an elegant Hubbardton Forge fixture over the sink. The layout is perfect for family gatherings and entertaining.On the main level, you'll find two generous

  Shannon Handrahan

  15 Emeritus St, Rutland, VT 05701
• 

  

  /41

  $345,000 Sold Aug 12, 2025

  • 2,275 Sq Ft
  • $152/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  1464 Arnold District Rd, Brandon, VT 05733

  A beautiful country setting and a home filled with warmth and charm! This lovely vintage cape features wide pine floors, a large living room open to the dining area, several fireplaces and wood stoves, and a private study and library. There's also a beautiful central stairway to the upstairs living area and bedrooms. Other features include tall bay windows affording lots of natural light, and a

  Marty Feldman Rowe Real Estate

  1464 Arnold District Rd, Brandon, VT 05733
• 

  

  /13

  Est $254,813 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,536 Sq Ft

  183 Clarendon Ave, West Rutland, VT 05777

  183 Clarendon Ave, West Rutland, VT 05777

Showing Results 241 - 280, Page 7 of 18