Cavendish, VT Homes

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  /46

  $750,000

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  58 Greenbush Rd, Cavendish, VT 05142

  Charming Cape Cod Home in a Serene Country Setting – 10.10 Acres Welcome to this beautifully transformed Cape Cod-style home, nestled on just over 10 acres of picturesque countryside. Offering a perfect blend of classic charm and modern convenience, this inviting property is ideal for those seeking tranquility and space. Step onto the welcoming front porch, where you can relax and take in the

  Katie Ladue Gilbert KW Vermont Woodstock

  58 Greenbush Rd, Cavendish, VT 05142
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  /60

  $997,500 Sold Nov 14, 2025

  2941 Twenty Mile Stream Rd, Cavendish, VT 05142

  • 4 Beds
  • 4.5 Baths
  • 4,420 Sq Ft
  • Built 1834

  Last Sold Summary

  • 19% Below List Price
  • $226/SF
  • 109 Days On Market

  Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

  2941 Twenty Mile Stream Rd, Cavendish, VT 05142
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  /11

  Est $201,998 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,104 Sq Ft

  995 Knapp Pond Rd, Cavendish, VT 05142

  995 Knapp Pond Rd, Cavendish, VT 05142
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  /41

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  115 Prior Rd, Cavendish, VT 05142

  Living and working in the country with privacy, wildlife, snowmobiling from your front door, skiing at Okemo, and the overall beauty of Vermont would be a dream come true, right? Well, here's your opportunity with this pretty log home on 19 acres on a dead-end town-maintained road. Inside the house, you will love the open concept of the living room, and the kitchen and dining room with cathedral

  Glenn Olney Barrett and Valley Associates Inc.

  115 Prior Rd, Cavendish, VT 05142
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  /46

  $250,000 Sold Nov 18, 2025

  2665 Brook Rd, Cavendish, VT 05142

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 53 Days On Market

  Last Listing Agent Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  2665 Brook Rd, Cavendish, VT 05142
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  /35

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  41 Parkhurst Unit L1, Cavendish, VT 05153

  41 Parkhurst Unit L1, Cavendish, VT 05153
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  /58

  $695,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,480 Sq Ft

  137 Quarry Rd, Proctorsville, VT 05153

  Welcome to the House of Fives—ideally located five miles from Okemo, five minutes to Ludlow, and offering five bedrooms for comfortable mountain living. This spacious log home features two great rooms plus a third living area, providing ample space to spread out for one or even two families. The open-concept main level seamlessly connects the kitchen, living, and dining areas, centered around a

  Kevin Barnes William Raveis Real Estate Vermont Properties

  137 Quarry Rd, Proctorsville, VT 05153
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  /34

  $110,000 Sold Nov 21, 2025

  51 Depot St Unit 8, Proctorsville, VT 05153

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 2 Days On Market

  Last Listing Agent Frank Provance Diamond Realty

  51 Depot St Unit 8, Proctorsville, VT 05153
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  /40

  Est $588,529 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,434 Sq Ft

  621 Main St, Proctorsville, VT 05153

  621 Main St, Proctorsville, VT 05153
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  /51

  $674,000

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

  35 Stevens Rd, Cavendish, VT 05142

  Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The back yard has lawn area with room for

  Betty McEnaney Diamond Realty

  35 Stevens Rd, Cavendish, VT 05142
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  /52

  $355,000 Sold Sep 30, 2025

  643 Main St, Cavendish, VT 05153

  • 5,984 Sq Ft
  • Built 1820

  Last Sold Summary

  • 15% Below List Price
  • $59/SF
  • 60 Days On Market

  Current Estimated Value $386,147

  Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

  643 Main St, Cavendish, VT 05153
• 

  

  /23

  Est $763,984 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,922 Sq Ft

  632 East Rd, Cavendish, VT 05142

  632 East Rd, Cavendish, VT 05142
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  /35

  $675,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  320 Pennell Rd, Cavendish, VT 05142

  Discover your private Vermont sanctuary on 36 acres of forest and pond. This contemporary 4-bedroom, 3-bath home blends comfort and style with an open floor plan, spacious kitchen, and living area anchored by a wood-burning fireplace. Slider doors open to a wraparound deck with a hot tub, perfect for enjoying the tranquility of nature. Two primary suites, including a first-floor option, plus two

  Gary Coger Four Seasons Sotheby's Int'l Realty

  320 Pennell Rd, Cavendish, VT 05142
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  /54

  $402,060 Sold Aug 14, 2025

  317 Bailey Hill Rd, Cavendish, VT 05153

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $200/SF
  • 5 Days On Market

  Current Estimated Value $421,392

  Last Listing Agent Rachael Rogala Lange & Lange

  317 Bailey Hill Rd, Cavendish, VT 05153
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  /36

  Est $240,639 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,172 Sq Ft

  2186 Main St, Cavendish, VT 05142

  2186 Main St, Cavendish, VT 05142
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  /27

  $539,000

  • 6 Beds
  • 2 Baths
  • 2,304 Sq Ft

  81 High St, Cavendish, VT 05142

  Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

  Tyleen Murray Kelley Real Estate, Inc.

  81 High St, Cavendish, VT 05142
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  /47

  $517,000 Sold Dec 16, 2025

  127 Pleasant St, Cavendish, VT 05142

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1928

  Last Sold Summary

  • 6% Below List Price
  • $225/SF
  • 123 Days On Market

  Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

  127 Pleasant St, Cavendish, VT 05142
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  /35

  Est $359,607 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 968 Sq Ft

  599 High St, Cavendish, VT 05142

  599 High St, Cavendish, VT 05142
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  /38

  $525,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,023 Sq Ft

  98 Spaulding Rd Unit H-4, Cavendish, VT 05153

  The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  98 Spaulding Rd Unit H-4, Cavendish, VT 05153
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  /24

  $234,000 Sold Sep 24, 2025

  126 Parker Ave, Proctorsville, VT 05153

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • Built 1965

  Last Sold Summary

  • $182/SF
  • 2 Days On Market

  Current Estimated Value $255,579

  Last Listing Agent Frank Provance Diamond Realty

  126 Parker Ave, Proctorsville, VT 05153
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  /40

  Est $528,239 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft

  2092 Cavendish Gulf Rd, Cavendish, VT 05142

  2092 Cavendish Gulf Rd, Cavendish, VT 05142
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  /60

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  652 Tierney Rd, Cavendish, VT 05142

  Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that

  Carol Wood Williamson Group Sothebys Intl. Realty

  652 Tierney Rd, Cavendish, VT 05142
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  /33

  $97,500 Sold Nov 03, 2025

  1150 Tarbell Hill Rd, Cavendish, VT 05142

  • 1 Bed
  • 1 Bath
  • 192 Sq Ft
  • Built 2021

  Last Sold Summary

  • 35% Below List Price
  • $508/SF
  • 51 Days On Market

  Current Estimated Value $87,896

  Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

  1150 Tarbell Hill Rd, Cavendish, VT 05142
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  /40

  Est $543,329 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,908 Sq Ft

  366 Knapp Pond Rd, Cavendish, VT 05142

  366 Knapp Pond Rd, Cavendish, VT 05142
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  /60

  $529,000

  • 3 Beds
  • 3.5 Baths
  • 2,203 Sq Ft

  74 Spaulding Rd Unit I-4, Proctorsville, VT 05153

  Welcome to the Castle Hill Resort and Spa community! This well-maintained 3 bedroom plus loft upper-level end unit has over 2200 square feet of space and is just a short drive to skiing and Okemo Mountain Resort amenities. The tiled mudroom entry leads to bright open spaces including the kitchen with breakfast bar, as well as the dining and living areas accented by a cathedral ceiling and

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  74 Spaulding Rd Unit I-4, Proctorsville, VT 05153
• 

  

  /57

  $845,000 Sold Sep 26, 2025

  903 Old County Rd, Cavendish, VT 05142

  • 3 Beds
  • 3.5 Baths
  • 2,906 Sq Ft
  • Built 2002

  Last Sold Summary

  • $291/SF
  • 187 Days On Market

  Current Estimated Value $884,122

  Last Listing Agent Frank Provance Diamond Realty

  903 Old County Rd, Cavendish, VT 05142
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  /44

  Est $552,332 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,709 Sq Ft

  20 Chubb Hill Rd, Cavendish, VT 05142

  20 Chubb Hill Rd, Cavendish, VT 05142
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  /17

  $114,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  1011 Knapp Pond Rd, Cavendish, VT 05142

  Welcome to 1011 Knapp Pond Rd, a two-bedroom, two-bathroom mobile home nestled in a serene setting alongside Knapp Pond Road. This property boasts a breathtaking backdrop, with a wildlife preserve directly across the street, making it a perfect haven for nature enthusiasts. Just a leisurely stroll away, you can enjoy the scenic beauty of Knapp Pond, offering tranquil views and outdoor activities.

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  1011 Knapp Pond Rd, Cavendish, VT 05142
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  /43

  $250,000 Sold Sep 05, 2025

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153

  • 5 Beds
  • 2 Baths
  • 2,107 Sq Ft
  • Built 1880

  Last Sold Summary

  • 25% Above List Price
  • $119/SF
  • 2 Days On Market

  Current Estimated Value $246,775

  Last Listing Agent Betty McEnaney Diamond Realty

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153
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  /40

  Est $426,521 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,105 Sq Ft

  581 Brook Rd, Cavendish, VT 05142

  581 Brook Rd, Cavendish, VT 05142
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  /27

  $210,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 158, Cavendish, VT 05142

  A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort.This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  2940 Route 103 Unit 158, Cavendish, VT 05142
• 

  

  /22

  $230,000 Sold Apr 15, 2025

  2319 Main St, Cavendish, VT 05142

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1860

  Last Sold Summary

  • 11% Below List Price
  • $182/SF
  • 68 Days On Market

  Current Estimated Value $236,952

  Last Listing Agent Lisa Kelley Cummings & Co

  2319 Main St, Cavendish, VT 05142
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  /36

  Est $699,383 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,215 Sq Ft

  662 Moriglioni Rd, Cavendish, VT 05142

  662 Moriglioni Rd, Cavendish, VT 05142
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  /7

  $120,000

  • Land
  • 3.6 Acres
  • $33,333 per Acre

  263 High Ridge Rd, Cavendish, VT 05142

  Scenic Proctorsville Opportunity!Discover two parcels totaling 3.6 acres, perfectly perched on a beautiful hill. From this elevated setting, enjoy stunning views of Okemo Mountain’s ski trails (only 10 mins away), already impressive, with even greater ridgeline vistas possible through selective clearing. The land is a beautiful mix of open and wooded areas, offering both natural privacy and

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  263 High Ridge Rd, Cavendish, VT 05142
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  /15

  $190,000 Sold Feb 12, 2026

  2314 Main St, Cavendish, VT 05142

  • 3 Beds
  • 2.5 Baths
  • 2,465 Sq Ft
  • Built 1840

  Last Sold Summary

  • 5% Below List Price
  • $77/SF
  • 10 Days On Market

  Last Listing Agent Lisa Kelley Cummings & Co

  2314 Main St, Cavendish, VT 05142
• 

  

  /40

  Est $598,886 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,119 Sq Ft

  1521 Brook Rd, Cavendish, VT 05142

  1521 Brook Rd, Cavendish, VT 05142
• 

  

  /25

  $539,000

  • 2,304 Sq Ft

  81 High St, Cavendish, VT 05142

  Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

  Tyleen Murray Kelley Real Estate, Inc.

  81 High St, Cavendish, VT 05142
• 

  

  /33

  $418,000 Sold Dec 16, 2025

  28 Carriage Ln Unit E-3, Cavendish, VT 05153

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $289/SF
  • 494 Days On Market

  Last Listing Agent Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  28 Carriage Ln Unit E-3, Cavendish, VT 05153
• 

  

  /23

  Est $190,940 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 818 Sq Ft

  22 Laplante Rd, Cavendish, VT 05142

  22 Laplante Rd, Cavendish, VT 05142
• 

  

  /19

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  130 Pleasant St, Cavendish, VT 05142

  This home has served as a primary residence and also as an income-producing rental. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well.It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont air or grilling for

  Tyleen Murray Kelley Real Estate, Inc.

  130 Pleasant St, Cavendish, VT 05142

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