32,602

Rutland County, VT Homes

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  • 45 Park St, Rutland, VT 05701
    45 Park St, Rutland, VT 05701
    45 Park St, Rutland, VT 05701
    /31

    $350,000

    • 6 Beds
    • 2 Baths
    • 2,702 Sq Ft

    45 Park St, Rutland, VT 05701

    A rare opportunity to own a historic 157-year-old property situated on 4.48 acres in Rutland City. Rich in character and history, this spacious residence offers the charm and architectural appeal of a bygone era while benefiting from valuable Industrial zoning, creating unique possibilities for investment, redevelopment, or business use (subject to City approvals and permitted uses). The home,

    Karen Heath Four Seasons Sotheby's Int'l Realty

    45 Park St, Rutland, VT 05701
  • 71 Grove St, Rutland, VT 05701
    71 Grove St, Rutland, VT 05701
    71 Grove St, Rutland, VT 05701
    /18

    $300,000

    Sold Dec 17, 2025

    71 Grove St, Rutland, VT 05701

    • 5 Beds
    • 5 Baths
    • 3,306 Sq Ft
    • Built 1920

    Last Sold Summary

    • 14% Below List Price
    • $91/SF
    • 13 Days On Market

    Current Estimated Value $300,780

    Last Listing Agent Mark Triller Real Broker LLC

    71 Grove St, Rutland, VT 05701
    • 128 Granger St, Rutland, VT 05701
      128 Granger St, Rutland, VT 05701
      128 Granger St, Rutland, VT 05701
      /17

      Est $211,444

      Not Listed For Sale

      128 Granger St, Rutland, VT 05701

      • Studio
      • 1,813 Sq Ft
      • Built 1915
      128 Granger St, Rutland, VT 05701

      Last Sold Summary

      • 21 Days On Market

  • Lot 4A U S 4, Killington, VT 05751
    Lot 4A U S 4, Killington, VT 05751
    Lot 4A U S 4, Killington, VT 05751
    /11

    $165,000

    $30K PRICE DROP
    • Land
    • 11.3 Acres
    • $14,602 per Acre

    Lot 4A U S 4, Killington, VT 05751

    Last lot left in Skye Ridge Development, build your dream getaway and enjoy the benefits of a private community with protective covenants and convenient access to all the outdoor recreation amenities that Killington has to offer - skiing, snowboarding, mountain biking, hiking and more. This lot is cleared and is conveniently located less than a mile from the Skyeship gondola and base lodge

    Bret Williamson Killington Valley Real Estate

    Lot 4A U S 4, Killington, VT 05751
  • 15 Chaplin Ave, Rutland, VT 05701
    15 Chaplin Ave, Rutland, VT 05701
    15 Chaplin Ave, Rutland, VT 05701
    /19

    $228,000

    Sold Nov 26, 2025

    15 Chaplin Ave, Rutland, VT 05701

    • 3 Beds
    • 1 Bath
    • 977 Sq Ft
    • Built 1920

    Last Sold Summary

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

    Current Estimated Value $222,061

    Last Listing Agent Susan Bishop Four Seasons Sotheby's Int'l Realty

    15 Chaplin Ave, Rutland, VT 05701
    • 1 Wesley Dr, Rutland, VT 05701
      1 Wesley Dr, Rutland, VT 05701
      1 Wesley Dr, Rutland, VT 05701
      /31

      Est $446,112

      Not Listed For Sale

      1 Wesley Dr, Rutland, VT 05701

      • 4 Beds
      • 2 Baths
      • 4,044 Sq Ft
      • Built 1978
      1 Wesley Dr, Rutland, VT 05701

      Last Sold Summary

      • 13 Days On Market

  • 109 Mountain Side Dr, Killington, VT 05751
    109 Mountain Side Dr, Killington, VT 05751
    109 Mountain Side Dr, Killington, VT 05751
    /60

    $2,450,000

    • 3 Beds
    • 4.5 Baths
    • 3,328 Sq Ft

    109 Mountain Side Dr, Killington, VT 05751

    This fully furnished, high end home delivers opulence from the moment you pull in. From the recently resurfaced driveway your eyes are immediately drawn to the newly installed daltile porcelain roof, offering you peace of mind for decades to come. Park your car in the 2 car garage and enter into a dedicated mudroom with copper fire slate flooring. The dedicated laundry room offers LQ Signature

    Michelle Lord Ski Country Real Estate

    109 Mountain Side Dr, Killington, VT 05751
  • 860 Sugar Hill Rd, Wallingford, VT 05773
    860 Sugar Hill Rd, Wallingford, VT 05773
    860 Sugar Hill Rd, Wallingford, VT 05773
    /38

    $650,000

    Sold Jun 05, 2026

    860 Sugar Hill Rd, Wallingford, VT 05773

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Above List Price
    • $271/SF
    • 2 Days On Market

    Current Estimated Value $638,169

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

    860 Sugar Hill Rd, Wallingford, VT 05773
    • 81 Bellevue Ave, Rutland, VT 05701
      81 Bellevue Ave, Rutland, VT 05701
      81 Bellevue Ave, Rutland, VT 05701
      /22

      Est $238,380

      Not Listed For Sale

      81 Bellevue Ave, Rutland, VT 05701

      • 3 Beds
      • 1.5 Baths
      • 1,245 Sq Ft
      • Built 1920
      81 Bellevue Ave, Rutland, VT 05701

      Last Sold Summary

      • 4 Days On Market

  • 900 Pearl St, Brandon, VT 05733
    900 Pearl St, Brandon, VT 05733
    900 Pearl St, Brandon, VT 05733
    /27

    $435,000

    $64K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    900 Pearl St, Brandon, VT 05733

    UPDATED LISTING with NEW PRICE! This well cared for property is close to downtown on 10.75 acres. Mountain and pasture views are amazing from the many sunny windows in the living room that leads to a private deck. This home offers a large kitchen, separate dining room, a split floor plan with the master bedroom and bath on one side of the home and the other two bedrooms, bathroom, office with

    David White OwnerEntry.com

    900 Pearl St, Brandon, VT 05733
  • 1704 Vermont 103, Mount Holly, VT 05758
    1704 Vermont 103, Mount Holly, VT 05758
    1704 Vermont 103, Mount Holly, VT 05758
    /36

    $370,000

    Sold Jan 28, 2026

    1704 Vermont 103, Mount Holly, VT 05758

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $210/SF
    • 8 Days On Market

    Last Listing Agent Kevin Holmes Blue Slate Realty

    1704 Vermont 103, Mount Holly, VT 05758
    • 89 Brown St, Rutland, VT 05701
      89 Brown St, Rutland, VT 05701
      89 Brown St, Rutland, VT 05701
      /39

      Est $256,401

      Not Listed For Sale

      89 Brown St, Rutland, VT 05701

      • 3 Beds
      • 1.5 Baths
      • 1,710 Sq Ft
      • Built 1903
      89 Brown St, Rutland, VT 05701

      Last Sold Summary

      • 49 Days On Market

  • 0 Route 30 Unit 5100139, Castleton, VT 05735
    0 Route 30 Unit 5100139, Castleton, VT 05735
    0 Route 30 Unit 5100139, Castleton, VT 05735
    /11

    $225,000

    • Land
    • 37.41 Acres
    • $6,014 per Acre

    0 Route 30 Unit 5100139, Castleton, VT 05735

    Discover 37 acres of private Vermont woodland offering a rare opportunity to build, recreate, invest, or simply enjoy the beauty of nature. The property features approximately 63 feet of frontage on Route 30 for access leading to a secluded interior parcel, creating privacy while maintaining convenient year-round access. Electric service is available at the road. The land is primarily wooded with

    Mark Triller Real Broker LLC

    0 Route 30 Unit 5100139, Castleton, VT 05735
  • 774 E Mountain Rd Unit D4, Killington, VT 05751
    774 E Mountain Rd Unit D4, Killington, VT 05751
    774 E Mountain Rd Unit D4, Killington, VT 05751
    /32

    $540,000

    Sold Mar 13, 2026

    774 E Mountain Rd Unit D4, Killington, VT 05751

    • 3 Beds
    • 3 Baths
    • 1,168 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Above List Price
    • $462/SF
    • 28 Days On Market

    Current Estimated Value $497,285

    Last Listing Agent Bret Williamson Killington Valley Real Estate

    774 E Mountain Rd Unit D4, Killington, VT 05751
    • 20 Catherine Dr, Rutland, VT 05701
      20 Catherine Dr, Rutland, VT 05701
      20 Catherine Dr, Rutland, VT 05701
      /23

      Est $390,042

      Not Listed For Sale

      20 Catherine Dr, Rutland, VT 05701

      • 4 Beds
      • 2.5 Baths
      • 2,056 Sq Ft
      • Built 1983
      20 Catherine Dr, Rutland, VT 05701

      Last Sold Summary

      • 105 Days On Market

  • 153 Eagle Rock Rd, Pittsfield, VT 05762
    153 Eagle Rock Rd, Pittsfield, VT 05762
    153 Eagle Rock Rd, Pittsfield, VT 05762
    /47

    $449,000

    $31K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    153 Eagle Rock Rd, Pittsfield, VT 05762

    Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an

    Tucker Adirondack Lange Lange & Lange

    153 Eagle Rock Rd, Pittsfield, VT 05762
  • 681 S Hill Rd, Pittsfield, VT 05762
    681 S Hill Rd, Pittsfield, VT 05762
    681 S Hill Rd, Pittsfield, VT 05762
    /60

    $2,150,000

    Sold Apr 03, 2026

    681 S Hill Rd, Pittsfield, VT 05762

    • 3 Beds
    • 4.5 Baths
    • 4,671 Sq Ft
    • Built 2012

    Last Sold Summary

    • $460/SF
    • 175 Days On Market

    Current Estimated Value $2,166,665

    Last Listing Agent Bret Williamson Killington Valley Real Estate

    681 S Hill Rd, Pittsfield, VT 05762
    • 25 Catherine Dr, Rutland, VT 05701
      25 Catherine Dr, Rutland, VT 05701
      25 Catherine Dr, Rutland, VT 05701
      /38

      Est $389,573

      Not Listed For Sale

      25 Catherine Dr, Rutland, VT 05701

      • 4 Beds
      • 2 Baths
      • 2,044 Sq Ft
      • Built 1986
      25 Catherine Dr, Rutland, VT 05701

      Last Sold Summary

      • 14 Days On Market

  • 285A Heritage Hill Place, Rutland, VT 05701
    285A Heritage Hill Place, Rutland, VT 05701
    285A Heritage Hill Place, Rutland, VT 05701
    /55

    $427,500

    $23K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 2,096 Sq Ft

    285A Heritage Hill Place, Rutland, VT 05701

    Wonderful townhouse in highly sought-after Heritage Hill offering an open layout, over 2,000 square feet of finished living space, abundant natural light, and airy, comfortable living areas throughout. A truly inviting home that combines space, style, smart design, and easy living in one of the area’s most desirable neighborhoods. This spacious two-bedroom, two-bath townhouse features a

    Karen Heath Four Seasons Sotheby's Int'l Realty

    285A Heritage Hill Place, Rutland, VT 05701
  • 242 Clarendon Rd, Wallingford, VT 05773
    242 Clarendon Rd, Wallingford, VT 05773
    242 Clarendon Rd, Wallingford, VT 05773
    /37

    $270,000

    Sold May 29, 2026

    242 Clarendon Rd, Wallingford, VT 05773

    • 3 Beds
    • 1 Bath
    • 1,843 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $147/SF
    • 25 Days On Market

    Current Estimated Value $277,600

    Last Listing Agent Rhonda Nash Welcome Home Real Estate

    242 Clarendon Rd, Wallingford, VT 05773
    • 17 Phillips St, Rutland, VT 05701
      17 Phillips St, Rutland, VT 05701
      17 Phillips St, Rutland, VT 05701
      /18

      Est $259,616

      Not Listed For Sale

      17 Phillips St, Rutland, VT 05701

      • 3 Beds
      • 2 Baths
      • 1,507 Sq Ft
      • Built 1930
      17 Phillips St, Rutland, VT 05701

      Last Sold Summary

      • 133 Days On Market

  • 168 N Main St, Rutland, VT 05701
    168 N Main St, Rutland, VT 05701
    168 N Main St, Rutland, VT 05701
    /36

    $495,000

    $55K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,084 Sq Ft

    168 N Main St, Rutland, VT 05701

    Versatile single-family home offering exceptional flexibility and income potential. This beautifully renovated property features a spacious four-bedroom, four-and-a-half-bath main residence that has served as a highly successful Airbnb for the owners over the past several years. A separate ground-floor one-bedroom in-law apartment with its own private entrance is currently rented for $1,060 per

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

    168 N Main St, Rutland, VT 05701
  • 133 E Mountain Rd Unit 3B15, Killington, VT 05751
    133 E Mountain Rd Unit 3B15, Killington, VT 05751
    133 E Mountain Rd Unit 3B15, Killington, VT 05751
    /31

    $85,000

    Sold Dec 04, 2025

    133 E Mountain Rd Unit 3B15, Killington, VT 05751

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Built 1984

    Last Sold Summary

    • 54% Below List Price
    • $94/SF
    • 613 Days On Market

    Last Listing Agent Michelle Lord Ski Country Real Estate

    133 E Mountain Rd Unit 3B15, Killington, VT 05751
    • 139 Killington Ave, Rutland, VT 05701
      139 Killington Ave, Rutland, VT 05701
      139 Killington Ave, Rutland, VT 05701
      /33

      Est $373,114

      Not Listed For Sale

      139 Killington Ave, Rutland, VT 05701

      • 3 Beds
      • 3 Baths
      • 3,276 Sq Ft
      • Built 1919
      139 Killington Ave, Rutland, VT 05701

      Last Sold Summary

      • 121 Days On Market

  • 49 Sherri Ln, North Clarendon, VT 05759
    49 Sherri Ln, North Clarendon, VT 05759
    49 Sherri Ln, North Clarendon, VT 05759
    /60

    $899,000

    $91K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,300 Sq Ft

    49 Sherri Ln, North Clarendon, VT 05759

    Welcome to 49 Sherri Lane in Clarendon, Vermont, a private mountain-view sanctuary set in a peaceful Rutland County neighborhood. This thoughtfully renovated home blends Vermont character, modern comfort, and generous living space with sweeping mountain views in every season. The main level features a foyer, living room, eat-in kitchen, dining room, and bedroom, offering flexible everyday living.

    Joshua Lemieux Remax Summit

    49 Sherri Ln, North Clarendon, VT 05759
  • 222 Pearl St, Rutland, VT 05701
    222 Pearl St, Rutland, VT 05701
    222 Pearl St, Rutland, VT 05701
    /20

    $274,000

    Sold Jun 22, 2026

    222 Pearl St, Rutland, VT 05701

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1959

    Last Sold Summary

    • $272/SF
    • 4 Days On Market

    Current Estimated Value $209,000

    Last Listing Agent Christie Garofano Four Seasons Sotheby's Int'l Realty

    222 Pearl St, Rutland, VT 05701
    • 176 Baxter St, Rutland, VT 05701
      176 Baxter St, Rutland, VT 05701
      176 Baxter St, Rutland, VT 05701
      /29

      Est $228,758

      Not Listed For Sale

      176 Baxter St, Rutland, VT 05701

      • 3 Beds
      • 1 Bath
      • 1,412 Sq Ft
      • Built 1920
      176 Baxter St, Rutland, VT 05701

      Last Sold Summary

      • 8 Days On Market

  • 1248 Main St, West Rutland, VT 05777
    1248 Main St, West Rutland, VT 05777
    1248 Main St, West Rutland, VT 05777
    /4

    $126,000

    • 3 Beds
    • 1 Bath
    • 999 Sq Ft

    1248 Main St, West Rutland, VT 05777

    Built in 1930, this home offers approximately 999 finished square feet, three bedrooms and one full bath, unfinished basement and sits on an approximate 30056 sqft lot.

    Sherry Price REALHome Services and Solutions, Inc.

    1248 Main St, West Rutland, VT 05777
  • 3043 Vt Route 153, West Pawlet, VT 05775
    3043 Vt Route 153, West Pawlet, VT 05775
    3043 Vt Route 153, West Pawlet, VT 05775
    /46

    $242,000

    Sold Jan 15, 2026

    3043 Vt Route 153, West Pawlet, VT 05775

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $135/SF
    • 30 Days On Market

    Current Estimated Value $239,693

    Last Listing Agent Robin Chesnut-Tangerman McChesney RE, Inc.

    3043 Vt Route 153, West Pawlet, VT 05775
    • 43 E Washington St, Rutland, VT 05701
      43 E Washington St, Rutland, VT 05701
      43 E Washington St, Rutland, VT 05701
      /39

      Est $355,130

      Not Listed For Sale

      43 E Washington St, Rutland, VT 05701

      • 4 Beds
      • 2.5 Baths
      • 2,335 Sq Ft
      • Built 1900
      43 E Washington St, Rutland, VT 05701

      Last Sold Summary

      • 74 Days On Market

  • 6 Irving Heights, Rutland, VT 05701
    6 Irving Heights, Rutland, VT 05701
    6 Irving Heights, Rutland, VT 05701
    /29

    $359,000

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

    6 Irving Heights, Rutland, VT 05701

    OPEN HOUSE JULY 11TH-9:00 to Noon. CHARTER HILLS. Desirable location, beautiful updates, and a wonderful neighborhood setting make this 3-bedroom, 2-bath home a standout. Charter Hills is known for its peaceful atmosphere, community pond, and excellent walkability, and is conveniently located near schools, Rutland Regional Medical Center, shopping, dining, and a short drive to world-class skiing

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

    6 Irving Heights, Rutland, VT 05701
  • 62-III Prospect St, Brandon, VT 05733
    62-III Prospect St, Brandon, VT 05733
    62-III Prospect St, Brandon, VT 05733
    /5

    $65,000

    Sold Aug 15, 2025

    62-III Prospect St, Brandon, VT 05733

    • Land
    • 35,719 Sq Ft
    • $79,268 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 3 Days On Market

    Last Listing Agent Carolyn Whittaker Whittaker Real Estate, Inc.

    62-III Prospect St, Brandon, VT 05733
    • 119 Park St, Rutland, VT 05701
      119 Park St, Rutland, VT 05701
      119 Park St, Rutland, VT 05701
      /10

      Est $159,265

      Not Listed For Sale

      119 Park St, Rutland, VT 05701

      • 4 Beds
      • 1 Bath
      • 1,302 Sq Ft
      • Built 1950
      119 Park St, Rutland, VT 05701

      Last Sold Summary

      • 7 Days On Market

  • 117 Plain St, Rutland, VT 05701
    117 Plain St, Rutland, VT 05701
    117 Plain St, Rutland, VT 05701
    /8

    $124,900

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    117 Plain St, Rutland, VT 05701

    This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed."ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash offers require 10% EMD. Rehab Offers must have one rehab bid in hand pre-offer, no exceptions."New RRE Rules for FINCEN. transfers will be subject to reporting when buyers use

    April Shepard Twin State Realty LLC

    117 Plain St, Rutland, VT 05701
  • 87 High St, West Rutland, VT 05777
    87 High St, West Rutland, VT 05777
    87 High St, West Rutland, VT 05777
    /23

    $189,900

    Sold Jun 22, 2026

    87 High St, West Rutland, VT 05777

    • 2 Beds
    • 1.5 Baths
    • 1,180 Sq Ft
    • Built 1900

    Last Sold Summary

    • $161/SF
    • 21 Days On Market

    Current Estimated Value $187,631

    Last Listing Agent Owen Loughan Westside Real Estate

    87 High St, West Rutland, VT 05777
    • 40 Summer St, Rutland, VT 05701
      40 Summer St, Rutland, VT 05701
      40 Summer St, Rutland, VT 05701
      /38

      Est $269,112

      Not Listed For Sale

      40 Summer St, Rutland, VT 05701

      • Studio
      • 2,886 Sq Ft
      • Built 1850
      40 Summer St, Rutland, VT 05701

      Last Sold Summary

      • 129 Days On Market

  • 73 E Washington St, Rutland, VT 05701
    73 E Washington St, Rutland, VT 05701
    73 E Washington St, Rutland, VT 05701
    /39

    $239,000

    Under Contract
    • 4 Beds
    • 1 Bath
    • 1,186 Sq Ft

    73 E Washington St, Rutland, VT 05701

    Featuring four upstairs bedrooms and a flexible floor plan, this well-maintained Rutland City home offers a practical layout designed to fit a variety of lifestyles. Whether you're looking for space for a growing household, guests, a home office, or hobbies, you'll appreciate how efficiently this home uses its living space. Large windows fill the home with natural light, creating a warm and

    Mark Triller Real Broker LLC

    73 E Washington St, Rutland, VT 05701
  • 888 Pleasant St, West Rutland, VT 05777
    888 Pleasant St, West Rutland, VT 05777
    888 Pleasant St, West Rutland, VT 05777
    /22

    $60,000

    Sold Feb 19, 2026

    888 Pleasant St, West Rutland, VT 05777

    • 3 Beds
    • 1 Bath
    • 1,504 Sq Ft
    • Built 1850

    Last Sold Summary

    • 33% Below List Price
    • $40/SF
    • 86 Days On Market

    Current Estimated Value $118,910

    Last Listing Agent Melissa Loughan Westside Real Estate

    888 Pleasant St, West Rutland, VT 05777
    • 2 Dartmouth St, Rutland, VT 05701
      2 Dartmouth St, Rutland, VT 05701
      2 Dartmouth St, Rutland, VT 05701
      /42

      Est $305,618

      Not Listed For Sale

      2 Dartmouth St, Rutland, VT 05701

      • 3 Beds
      • 2 Baths
      • 1,644 Sq Ft
      • Built 1965
      2 Dartmouth St, Rutland, VT 05701

      Last Sold Summary

      • 3 Days On Market

  • 7 Weathervane Dr, Killington, VT 05751
    7 Weathervane Dr, Killington, VT 05751
    7 Weathervane Dr, Killington, VT 05751
    /6

    $249,000

    • Land
    • 1.3 Acres
    • $191,538 per Acre

    7 Weathervane Dr, Killington, VT 05751

    Opportunity is knocking at the Beast of the East. This 1.3+/- acre lot offers a rare, build-ready canvas just minutes from everything that makes Killington one of New England's premier year-round destinations. A state permit is already in place for a four-bedroom septic system, clearing one of the biggest hurdles in new construction — all that's left is to design and build the mountain home

    Nathan Mastroeni

    7 Weathervane Dr, Killington, VT 05751

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