Proctorsville, VT Homes

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  /60

  $799,000

  • 11 Beds
  • 12 Baths
  • 5,102 Sq Ft

  329 Main St, Cavendish, VT 05153

  Step into history with this beautifully maintained property in the heart of Proctorsville — formerly the Okemo Lantern Lodge and now a thriving short-term rental and family vacation retreat. Rich with character, this historic home showcases timeless woodwork, period details, and plenty of charm, while offering all the updates needed for today’s modern use.Located directly along the Okemo

  Benjamin Cote EXP Realty

  329 Main St, Cavendish, VT 05153
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  /23

  $1,550 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  62 20 Mile Stream Rd Unit B, Cavendish, VT 05153

  Lovely 2 bedroom apartment close to Ludlow and Chester Vermont. Rear first floor unit with a private deck. Large backyard with fire pit. Rent includes water, snow plowing and yard maintenance. Off street parking. One year lease required with first, last and 1 month security deposit.

  62 20 Mile Stream Rd Unit B, Cavendish, VT 05153
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  /52

  $355,000 Sold Sep 30, 2025

  • 5,984 Sq Ft
  • $59/SF
  • 60 Days On Market

  • Built 1820

  643 Main St, Cavendish, VT 05153

  After owning this property for more than 50 years, the Seller is ready to relocate and pass along this classic brick home with lots of square footage and potential. Once having 4 apartments in the main house and an attached barn, the Seller made the upper level of the barn into her own unit. The kitchen was removed from one of the house units and made into a laundry room, so there are currently

  Tyleen Murray Kelley Real Estate, Inc.

  643 Main St, Cavendish, VT 05153
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  /40

  Est $712,916 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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  /58

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  2651 Twenty Mile Stream Rd, Cavendish, VT 05142

  An unrivaled example of Snecked Ashlar building technique, built by Scottish masons back in the mid 1800's. Enjoy this completely renovated home with clever blends of modern technology, conveniences and old world country charm. Situated on renown Twenty Mile Stream Road, this home is surrounded by 172 acres featuring meadows, streams, deciduous forest and VAST access. Enter the home and you'll

  Joseph Karl William Raveis Real Estate Vermont Properties

  2651 Twenty Mile Stream Rd, Cavendish, VT 05142
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  /40

  $22,000 per month

  • 4 Beds
  • 3 Baths
  • 2,623 Sq Ft
  • House for Rent

  784 Main St, Cavendish, VT 05153

  This impeccably maintained Victorian is full of character and built for fun. The eat-in kitchen is a chef’s dream, featuring radiant heat, propane cooking on the Jenn Air island or stove, and a butler’s pantry ready to stock all the essentials for your hungry skiers and boarders. After a day on the slopes, kick back in the cozy living room by the gas stove or soak your muscles in the private

  Frank Provance Diamond Realty

  784 Main St, Cavendish, VT 05153
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  /24

  $234,000 Sold Sep 24, 2025

  • 1,288 Sq Ft
  • $182/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  126 Parker Ave, Proctorsville, VT 05153

  Looking for a comfortable, affordable home with one-level living? This 3-bedroom, 1-bath raised ranch is a great option for first-time buyers, downsizers, or anyone seeking a more manageable space. The layout is practical and inviting, a spacious eat-in kitchen, and a bright living room featuring large windows welcoming warm sunshine for added comfort. Hardwood floors through out most of the

  Frank Provance Diamond Realty

  126 Parker Ave, Proctorsville, VT 05153
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  /28

  Est $829,548 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,044 Sq Ft

  1101 Tattle St, Proctorsville, VT 05153

  1101 Tattle St, Proctorsville, VT 05153
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  /36

  $895,000

  • 3 Beds
  • 5 Baths
  • 3,590 Sq Ft

  1104 Main St, Cavendish, VT 05142

  Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuite, 5 bath log home. The Great Room boasts a floor to cathedral ceiling wood burning fireplace where you can sit and relax after a day on the slopes. Then take in river views from the formal dining room. Also on the first floor is a primary ensuite. Upstairs the huge lofted area is

  Frank Provance Diamond Realty

  1104 Main St, Cavendish, VT 05142
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  /13

  $11,000 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  214 Main St, Cavendish, VT 05153

  SKI SEASON ONLY - Fully furnished & outfitted, including kitchen pots/pans/plates/etc. Convection oven, microwave/hood fan over. Full sized fridge. Front loading W/D. Walkable to shopping, restaurant, micro-brewery. 10 minutes to Okemo, 25 minutes to the Killington Skyeship. School right up the street, so no amount of snow will keep you from the Mountains! VAST trail right up the street too!

  Robert Balewicz Evergreen Realty of Vermont

  214 Main St, Cavendish, VT 05153
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  /43

  $250,000 Sold Sep 05, 2025

  • 2,107 Sq Ft
  • $119/SF
  • 2 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1880

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153

  This is your chance to be the next stewards of this home. This has been in the Bidgood family for 95 years! This lovely, old home is straight and sound and is waiting to be updated. There is some great detail here...trim, built-ins, doors with divided lights, porcelain knobs, wide pine floors, and more. You will want to make it yours by painting or re-papering the walls, redo the bathrooms,

  Betty McEnaney Diamond Realty

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153
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  /38

  Est $601,291 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1169 Twenty Mile Stream Rd, Proctorsville, VT 05153

  1169 Twenty Mile Stream Rd, Proctorsville, VT 05153
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  /34

  $289,000

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

  842 Main St, Proctorsville, VT 05153

  Cared for by one owner for many years, this two-story 3 bedroom, 2 bath home on .26 +/- acres was built in 1977 and would make a very cute ski house or full-time home. Enter through the enclosed breezeway, a great space for entertaining and relaxing. The eat-in kitchen includes a breakfast/dining nook and excellent counter space. The living room is spacious and has plenty of natural light. A

  Geralyn Donohue Engel & Völkers Okemo

  842 Main St, Proctorsville, VT 05153
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  /54

  $402,060 Sold Aug 14, 2025

  • 2,012 Sq Ft
  • $200/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  317 Bailey Hill Rd, Cavendish, VT 05153

  Vermont Charm Meets Modern Comfort - Secluded Cape Minutes to Okemo!Discover your perfect Vermont retreat on a private wooded one-acre in beautiful Cavendish.This enchanting 3-bedroom, 2-bathroom cape offers 2,000 square feet of thoughtfully designed living space that seamlessly blends classic New England charm with contemporary comfort. Nestled among mature trees on a full acre,

  Rachael Rogala Rachael Rogala Inc.

  317 Bailey Hill Rd, Cavendish, VT 05153
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  /40

  Est $344,659 Not Listed For Sale

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

  74 Greven Rd, Proctorsville, VT 05153

  74 Greven Rd, Proctorsville, VT 05153
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  /43

  $400,000

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

  60 Spaulding Rd Unit J1, Cavendish, VT 05153

  Nestled on a quaint hillside in the Okemo Valley, the Castle Hill Resort offers an abundance of amenities with ownership in the resort community. This rare two-bedroom condominium provides ample space for everyone with extra windows for light and views. This is rare as most buildings are Quad-plexes and this building is a top and bottom Duplex, sharing no walls with neighbors! Enjoy an on-suite

  Joseph Karl William Raveis Real Estate Vermont Properties

  60 Spaulding Rd Unit J1, Cavendish, VT 05153
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  /37

  $297,000 Sold Aug 08, 2025

  • 1,120 Sq Ft
  • $265/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1982

  61 Davis Rd, Cavendish, VT 05153

  Welcome to your perfect mountain retreat with a well kept mobile home on property that provides rental income! Nestled on 2.20 serene acres, this beautifully renovated home offers the ideal balance of modern comfort, natural beauty, and convenient access to year-round recreation. Whether you're an avid skier, outdoor enthusiast, or simply looking for a peaceful escape, this property offers

  Evan Russell Real Broker LLC

  61 Davis Rd, Cavendish, VT 05153
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  /32

  Est $173,586 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,442 Sq Ft

  1990 Main St, Cavendish, VT 05142

  1990 Main St, Cavendish, VT 05142
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  /60

  $1,500,000

  • 10 Beds
  • 12 Baths
  • 7,153 Sq Ft

  1589 Main St, Cavendish, VT 05142

  Glimmerstone Mansion—an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property—listed on the National Historic Register—has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering space

  Kevin Barnes William Raveis Real Estate Vermont Properties

  1589 Main St, Cavendish, VT 05142
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  /36

  $185,000 Sold Jun 27, 2025

  • 1,782 Sq Ft
  • $104/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  118 Depot St, Cavendish, VT 05153

  Primary folks or skiers...stop renting! This is a large and efficient manufactured home that has a surprising floorplan. There is a large kitchen, dining room, living room, and a generous family room with fireplace. The primary bedroom has its own full bath, along with two guest bedrooms and a second full bath. Add to this a laundry room and two large, covered porches. The kitchen appliances

  Betty McEnaney Diamond Realty

  118 Depot St, Cavendish, VT 05153
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  /38

  Est $288,564 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,494 Sq Ft

  665 Main St, Proctorsville, VT 05153

  665 Main St, Proctorsville, VT 05153
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  /60

  $1,150,000

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

  2941 Twenty Mile Stream Rd, Cavendish, VT 05142

  Experience timeless elegance and modern luxury in this exquisitely renovated 1834 farmhouse, gracefully sited on one of Cavendish’s most sought-after country roads. Thoughtfully updated while preserving its historic charm, this extraordinary residence features a state-of-the-art chef’s kitchen, whole house a/c and an expansive open-concept main level adorned with original hand-hewn beams and

  Joseph Karl William Raveis Real Estate Vermont Properties

  2941 Twenty Mile Stream Rd, Cavendish, VT 05142
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  /36

  $160,000 Sold Apr 15, 2025

  • 675 Sq Ft
  • $237/SF
  • 23 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2006

  2940 Route 103 Unit 254, Cavendish, VT 05142

  Convenience, comfort and location round out the Clarion Pointe Hotel. A well appointed one bedroom one bath condominium will streamline your visits to Vermont. The spacious unit has a living room with a gas fireplace for relaxing. Meals are a snap with the full kitchen and there's room for a small dining table. Lots of storage and plenty of counter space saves you money from dining out! Air

  Joseph Karl William Raveis Real Estate Vermont Properties

  2940 Route 103 Unit 254, Cavendish, VT 05142
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  /39

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,438 Sq Ft

  2157 Twenty Mile Stream Rd, Cavendish, VT 05142

  2157 Twenty Mile Stream Rd, Cavendish, VT 05142
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  /32

  $299,000

  • 6 Beds
  • 2 Baths
  • 2,518 Sq Ft

  761 Main St, Cavendish, VT 05153

  Location, Location, Location...Large families and investors take note. This classic colonial located on the corner of Main Street and Twenty Mile Stream Road is ready for the next family to enjoy or use for rental income. This was the family's gathering house for 55 years, and now it could be yours. There are 6 bedrooms, a woodstove/fireplace, mudroom, 1 car garage/workshop, and bonus space on

  Kevin Barnes William Raveis Real Estate Vermont Properties

  761 Main St, Cavendish, VT 05153
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  /58

  $395,000 Sold Apr 11, 2025

  • 2,424 Sq Ft
  • $163/SF
  • 114 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1850

  107 Depot St, Cavendish, VT 05153

  Nestled along the Black River and the Green Mountain Railroad is this turn key fully furnished recently updated two family home. Located in the heart of the Village of Proctorsville and walking distance to local favorites such as Singletons Store, Murdoch's on the Green and soon to open Café. The Proctor Piper Forest is just around the corner for winter snowshoeing, x-country skiing and

  Frank Provance Diamond Realty

  107 Depot St, Cavendish, VT 05153
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  /40

  Est $422,073 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  1483 Main St, Cavendish, VT 05142

  1483 Main St, Cavendish, VT 05142
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  /58

  $635,000

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

  44 Freeman Rd Unit B2, Cavendish, VT 05153

  The Castle Hill Resort & Spa is an award winning destination located just minutes from Okemo Mountain Resort. This ground floor 3br +loft & den features 3.5 baths. This townhouse condo has floor to ceiling windows that provide natural light throughout. The open living room, dining room, and kitchen offer an inviting atmosphere for gatherings. The ground floor patio offers outdoor seating and has

  Joseph Karl William Raveis Real Estate Vermont Properties

  44 Freeman Rd Unit B2, Cavendish, VT 05153
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  /47

  $282,500 Sold Feb 06, 2025

  • 2,640 Sq Ft
  • $107/SF
  • 72 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1810

  550 Main St, Cavendish, VT 05142

  Come enjoy the ease of Village living! With All of the conveniences of Proctorsville just a short walk away. This two family brick federal has been updated by it's current owner but there's still some finishing touches to be done although it is move in ready. Use one unit and have the tenants of the other pay the lions share of your expenses. Or have a great income producing rental the choice

  Frank Provance Diamond Realty

  550 Main St, Cavendish, VT 05142
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  /40

  Not Listed For Sale

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

  28 Carriage Ln Unit E2, Cavendish, VT 05153

  28 Carriage Ln Unit E2, Cavendish, VT 05153
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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
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  /36

  $350,000 Sold Jan 27, 2025

  • 1,032 Sq Ft
  • $339/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  316 Greven Road Extension, Proctorsville, VT 05153

  Nestled in a wooded waterfront setting along the Black River, you will find this cozy log home. Custom designed and constructed by a builder for his family, the owner is now looking to replicate his creation on a more expansive scale to fit his needs as his family grows! So take advantage of this opportunity to have your own "piece" of Vermont.....less than 5 miles to world class skiing and golf

  Diane Rousseau Four Seasons Sotheby's Int'l Realty

  316 Greven Road Extension, Proctorsville, VT 05153
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  /32

  Est $318,279 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft

  79 Mountain View Ave, Cavendish, VT 05153

  79 Mountain View Ave, Cavendish, VT 05153
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  /27

  $295,000

  • 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
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  /42

  $334,000 Sold Dec 11, 2024

  • 1,562 Sq Ft
  • $214/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  8 Wyman Rd, Cavendish, VT 05153

  Antique home with renovations have kept the old-house character with exposed posts and beams while adding in conveniences of a stylish tiled shower, updated kitchen, insulation, sheetrock, and more.

  Tyleen Murray Kelley Real Estate, Inc.

  8 Wyman Rd, Cavendish, VT 05153
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  /39

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  110 Spaulding Rd Unit G-2, Cavendish, VT 05153

  110 Spaulding Rd Unit G-2, Cavendish, VT 05153
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  /33

  $435,000

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

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

  Welcome to Castle Hill E-3, a charming and meticulously maintained two-bedroom plus den condo that perfectly balances comfort and style. This inviting end unit features a cozy den complete with a wet bar, ideal for relaxation and entertaining. Step inside to discover stunning wood flooring that enhances the warm atmosphere, complemented by elegant granite countertops, modern appliances, and a

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

  28 Carriage Ln Unit E-3, Cavendish, VT 05153
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  /32

  $125,000 Sold Dec 06, 2024

  • 715 Sq Ft
  • $175/SF
  • 69 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  55 Depot St Unit 7, Cavendish, VT 05153

  Looking for an easy keeper at a great price? This 2 bedroom. 1 bath condo is located just off the Proctorville Village Green where you will find free summer music concerts, a bus stop, a brew pub, EV charging station, and a restaurant. Singleton's Store is just a short walk away as are the town library and several other shops. The open floor plan for the first level has an updated kitchen, cozy

  Kevin Barnes William Raveis Real Estate Vermont Properties

  55 Depot St Unit 7, Cavendish, VT 05153
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  /40

  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1016 Heald Rd, Cavendish, VT 05153

  1016 Heald Rd, Cavendish, VT 05153
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  /40

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 3,291 Sq Ft

  265 Depot St, Proctorsville, VT 05153

  Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opportunity. Imagine a chef’s dream kitchen with double ovens, refrigerators, and cooktops, perfect for culinary creativity. The home features three large bedrooms, spacious living areas, and a large deck for relaxation and

  Daire Gibney Barrett and Valley Associates Inc.

  265 Depot St, Proctorsville, VT 05153

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