Rutland County, VT Homes

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  /32

  $315,000

  Sold Jul 31, 2025

  63 Lafayette St, Rutland, VT 05701

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $126/SF
  • 49 Days On Market

  Current Estimated Value $324,492

  Last Listing Agent Claire Thompson Real Broker LLC

  63 Lafayette St, Rutland, VT 05701
• 

  

  

  /27

  Est $385,371

  Not Listed For Sale

  497 E Clarendon Rd, North Clarendon, VT 05759

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft
  • Built 1981

  497 E Clarendon Rd, North Clarendon, VT 05759

  Last Sold Summary

  • 80 Days On Market
• 

  

  

  /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
• 

  

  

  /22

  $72,500

  Sold Mar 31, 2026

  137 E Mountain Rd Unit 2C6, Killington, VT 05751

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Built 1982

  Last Sold Summary

  • 19% Below List Price
  • $112/SF
  • 49 Days On Market

  Last Listing Agent Katie McFadden RE/MAX North Professionals

  137 E Mountain Rd Unit 2C6, Killington, VT 05751
• 

  

  

  /31

  Est $249,471

  Not Listed For Sale

  132 South St, Castleton, VT 05735

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1850

  132 South St, Castleton, VT 05735

  Last Sold Summary

  • 7 Days On Market
• 

  

  /17

  $269,000

  Under Contract

  • 1 Bed
  • 3 Baths
  • 2,525 Sq Ft

  21A Preston Ln, Castleton, VT 05732

  This versatile two-unit mixed use building in a prime Castleton location offers a rare opportunity for both investors and owner-occupants. Currently it is a one-bedroom apartment with an additional commercial space, but with approval from the town, the property could be converted into a residential multi-family, featuring a one-bedroom, one-bathroom apartment and a spacious two-bedroom,

  

  Hughes Group Team

  Casella Real Estate

  21A Preston Ln, Castleton, VT 05732
• 

  

  /28

  $282,000

  Sold Aug 28, 2025

  81 Temple St, Rutland, VT 05701

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $229/SF
  • 19 Days On Market

  Current Estimated Value $276,392

  Last Listing Agent Deborah Hillman BHHS Vermont Realty Group/Middlebury

  81 Temple St, Rutland, VT 05701
• 

  

  /26

  Est $151,506

  Not Listed For Sale

  1098 Main St, Castleton, VT 05735

  • 2 Beds
  • 1 Bath
  • 926 Sq Ft
  • Built 1920

  1098 Main St, Castleton, VT 05735

  Last Sold Summary

  • 4 Days On Market
• 

  

  /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
• 

  

  /17

  $162,000

  Sold Apr 02, 2026

  125 Robbins St, Rutland, VT 05701

  • 2,416 Sq Ft
  • Built 1900

  Last Sold Summary

  • 30% Above List Price
  • $67/SF
  • 7 Days On Market

  Current Estimated Value $160,971

  Last Listing Agent Max Walker Watson Realty & Associates

  125 Robbins St, Rutland, VT 05701
• 

  

  /33

  Est $485,918

  Not Listed For Sale

  1071 Mcconnell Rd, Brandon, VT 05733

  • 3 Beds
  • 2 Baths
  • 2,173 Sq Ft
  • Built 1992

  1071 Mcconnell Rd, Brandon, VT 05733

  Last Sold Summary

  • 71 Days On Market
• 

  

  /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
• 

  

  /25

  $170,000

  Sold Feb 17, 2026

  121 Library Ave, Rutland, VT 05701

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1900

  Last Sold Summary

  • $123/SF
  • 7 Days On Market

  Current Estimated Value $169,142

  Last Listing Agent Alison McCullough Alison McCullough Real Estate

  121 Library Ave, Rutland, VT 05701
• 

  

  /26

  Est $256,720

  Not Listed For Sale

  834 Lake Rd, Benson, VT 05743

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 1890

  834 Lake Rd, Benson, VT 05743

  Last Sold Summary

  • 6 Days On Market
• 

  

  /60

  $1,150,000

  $145K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,809 Sq Ft

  341 Turkey Farm Rd, Benson, VT 05743

  Experience the ultimate in country living on this expansive property! This nearly 5,000 sq. ft. home, nestled on over 90 acres, features 500' waterfront on Lake Champlain, two large pastures and a paddock. The home has undergone numerous upgrades along with expanded finished square footage. The open floor plan is a chef's dream, showcasing a gourmet kitchen with a granite counters,

  Stephanie Corey Adirmont Real Estate, LLC

  341 Turkey Farm Rd, Benson, VT 05743
• 

  

  /23

  $319,300

  Sold Sep 05, 2025

  130 South St, Rutland, VT 05701

  • 4 Beds
  • 3 Baths
  • 2,034 Sq Ft
  • Built 1885

  Last Sold Summary

  • 3% Below List Price
  • $157/SF
  • 15 Days On Market

  Current Estimated Value $311,307

  Last Listing Agent Mark Triller Real Broker LLC

  130 South St, Rutland, VT 05701
• 

  

  /23

  Est $282,744

  Not Listed For Sale

  90 Shedd Place, Wallingford, VT 05773

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1979

  90 Shedd Place, Wallingford, VT 05773

  Last Sold Summary

  • 51 Days On Market
• 

  

  /49

  $449,900

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  976 Avalon Beach Rd, Castleton, VT 05735

  Welcome to summer on Lake Bomoseen! Set along the western shore with beautiful views across the water toward Neshobe Island, this seasonal two-bedroom, one-bath cottage is ready for long lake days, quiet mornings, and everything in between. Owned and loved by the same family for approximately 40 years, this is the kind of special lake property where generations gather, traditions take shape, and

  Betsy Adamovich Real Broker LLC

  976 Avalon Beach Rd, Castleton, VT 05735
• 

  

  /31

  $262,400

  Sold Dec 15, 2025

  50 Morse Place, Rutland, VT 05701

  • 4 Beds
  • 1.5 Baths
  • 2,256 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Above List Price
  • $116/SF
  • 29 Days On Market

  Current Estimated Value $258,951

  Last Listing Agent Hughes Group Team Casella Real Estate

  50 Morse Place, Rutland, VT 05701
• 

  

  /23

  Est $231,360

  Not Listed For Sale

  37 Howe St, Rutland, VT 05701

  • 5 Beds
  • 2 Baths
  • 2,900 Sq Ft
  • Built 1900

  37 Howe St, Rutland, VT 05701

  Last Sold Summary

  • 14 Days On Market
• 

  

  /37

  $245,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  20 Perch Pond Rd, Benson, VT 05743

  Welcome to 20 Perch Pond Road — a thoughtfully updated home (built in 2017) sits toward the back of the lot, elevated, with a sunset view. Offering peaceful Vermont living with modern improvements throughout. Set in a quiet country setting, near Sunset Lake and just a short drive to outdoor recreation, hiking, boating, and charming small-town amenities, this move-in-ready property is perfect for

  Kathryn Zambon Real Broker LLC

  20 Perch Pond Rd, Benson, VT 05743
• 

  

  /35

  $399,500

  Sold Sep 26, 2025

  46 Park St, Brandon, VT 05733

  • 3 Beds
  • 2 Baths
  • 2,406 Sq Ft
  • Built 1850

  Last Sold Summary

  • $166/SF
  • 10 Days On Market

  Current Estimated Value $401,627

  Last Listing Agent Amey Ryan IPJ Real Estate

  46 Park St, Brandon, VT 05733
• 

  

  /14

  Est $248,894

  Not Listed For Sale

  18 Hopkins St, Rutland, VT 05701

  • 5 Beds
  • 3 Baths
  • 2,443 Sq Ft
  • Built 1886

  18 Hopkins St, Rutland, VT 05701

  Last Sold Summary

  • 11 Days On Market
• 

  

  /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
• 

  

  /27

  $319,000

  Sold Dec 12, 2025

  3277 US Route 7, Pittsford, VT 05763

  • 3 Beds
  • 2 Baths
  • 1,209 Sq Ft
  • Built 1950

  Last Sold Summary

  • $264/SF
  • 2 Days On Market

  Current Estimated Value $311,726

  Last Listing Agent Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  3277 US Route 7, Pittsford, VT 05763
• 

  

  /31

  Est $213,296

  Not Listed For Sale

  349 Lakewood Dr, Killington, VT 05751

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1972

  349 Lakewood Dr, Killington, VT 05751

  Last Sold Summary

  • 10 Days On Market
• 

  

  /55

  $262,000

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

  5190 Whipple Hollow Rd, Pittsford, VT 05744

  Escape to the beauty of Vermont with this inviting home set on a picturesque country lot at 5190 Whipple Hollow Road. Offering the perfect blend of comfort and peaceful surroundings, this updated move-in-ready property features an open and airy floor plan designed for today's lifestyle. The spacious living areas are filled with natural light, while the updated kitchen flows seamlessly into the

  Kathryn Zambon Real Broker LLC

  5190 Whipple Hollow Rd, Pittsford, VT 05744
• 

  

  /41

  $340,000

  Sold Nov 19, 2025

  790 E Mountain Rd Unit 1, Killington, VT 05751

  • 1 Bed
  • 1 Bath
  • 635 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $535/SF
  • 11 Days On Market

  Last Listing Agent Merisa Sherman Four Seasons Sotheby's Int'l Realty

  790 E Mountain Rd Unit 1, Killington, VT 05751
• 

  

  /3

  Est $223,361

  Not Listed For Sale

  121 River St, Rutland, VT 05701

  • 5 Beds
  • 3 Baths
  • 2,622 Sq Ft
  • Built 1825

  121 River St, Rutland, VT 05701

  Last Sold Summary

  • 1 Day On Market
• 

  

  /44

  $379,000

  $6K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 1,220 Sq Ft

  26 Merrill Spring Rd, Tinmouth, VT 05773

  Explore this beautifully updated 2-bedroom, 1-bath home sitting on 14+ acres with a mountain view in the heart of Tinmouth. Only 10 minutes to Wallingford, 25 minutes to Rutland City, 35 minutes to Okemo Mountain, this corner lot property is where privacy, comfort, efficiency, and craftsmanship come together in a truly move-in-ready package. Interior highlights include the renovated kitchen

  Kathryn Zambon Real Broker LLC

  26 Merrill Spring Rd, Tinmouth, VT 05773
• 

  

  /38

  $262,500

  Sold Oct 30, 2025

  123 Vt Route 155 S, East Wallingford, VT 05742

  • 5 Beds
  • 2 Baths
  • 1,611 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $163/SF
  • 220 Days On Market

  Current Estimated Value $213,744

  Last Listing Agent Joshua Lemieux Remax Summit

  123 Vt Route 155 S, East Wallingford, VT 05742
• 

  

  /3

  Est $226,619

  Not Listed For Sale

  23 Church St, Rutland, VT 05701

  • 4 Beds
  • 3 Baths
  • 2,512 Sq Ft
  • Built 1825

  23 Church St, Rutland, VT 05701

  Last Sold Summary

  • 71 Days On Market
• 

  

  /59

  $1,185,000

  $114K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  2734 Healdville Rd, Mount Holly, VT 05758

  Perched at an inspiring elevation of more than 2,100 feet, this exceptional contemporary mountain retreat offers a rare opportunity to experience Vermont from a breathtaking vantage point. Thoughtfully designed to embrace its spectacular surroundings, the home seamlessly blends sophisticated modern architecture with the serenity of nature, creating a private sanctuary for every season. Expansive

  Gail Beardmore Engel & Völkers Okemo

  2734 Healdville Rd, Mount Holly, VT 05758
• 

  

  /41

  $220,000

  Sold Apr 10, 2026

  22 E Washington St, Rutland, VT 05701

  • 3 Beds
  • 3 Baths
  • 2,062 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $107/SF
  • 119 Days On Market

  Current Estimated Value $235,929

  Last Listing Agent Alison McCullough Alison McCullough Real Estate

  22 E Washington St, Rutland, VT 05701
• 

  

  /16

  Est $285,664

  Not Listed For Sale

  44 Prospect St, Rutland, VT 05701

  • 6 Beds
  • 4 Baths
  • 3,206 Sq Ft
  • Built 1884

  44 Prospect St, Rutland, VT 05701

  Last Sold Summary

  • 12 Days On Market
• 

  

  /36

  $650,000

  $225K PRICE DROP

  • Land
  • 34 Acres
  • $19,118 per Acre

  21 Nickerson Rd, Brandon, VT 05733

  Discover a remarkable 34+/- acre parcel of land in Brandon, VT, offering an exceptional opportunity for a sprawling individual homesite or a lucrative subdivision. Strategically positioned between the Middlebury and Rutland employment corridors, this property boasts breathtaking mountain views to the west and southeast, alongside a versatile mixture of open fields and wooded terrain. While it is

  Curtis Trousdale Preferred Properties

  21 Nickerson Rd, Brandon, VT 05733
• 

  

  /60

  $735,000

  Sold Mar 24, 2026

  180 Grove St, Rutland, VT 05701

  • 4 Beds
  • 2.5 Baths
  • 3,148 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $233/SF
  • 6 Days On Market

  Current Estimated Value $721,796

  Last Listing Agent Alison McCullough Alison McCullough Real Estate

  180 Grove St, Rutland, VT 05701
• 

  

  /28

  Est $220,916

  Not Listed For Sale

  106 South St, Proctor, VT 05765

  • 2 Beds
  • 3 Baths
  • 1,996 Sq Ft
  • Built 1924

  106 South St, Proctor, VT 05765

  Last Sold Summary

  • 13 Days On Market
• 

  

  /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
• 

  

  /37

  $399,000

  Sold Jan 30, 2026

  46 Indian Point Rd, Bomoseen, VT 05732

  • 3,130 Sq Ft
  • Built 1934

  Last Sold Summary

  • 22% Below List Price
  • $127/SF
  • 106 Days On Market

  Current Estimated Value $407,518

  Last Listing Agent Kevin Holmes Blue Slate Realty

  46 Indian Point Rd, Bomoseen, VT 05732

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