Cavendish, VT Homes

• 

  

  

  /46

  $825,000

  • 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 AcresWelcome 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

  Katie Ladue Gilbert KW Vermont Woodstock

  58 Greenbush Rd, Cavendish, VT 05142
• 

  

  

  /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
• 

  

  

  /21

  $299,000 Sold Oct 03, 2025

  • 1,526 Sq Ft
  • $196/SF
  • 70 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  996 Cavendish Gulf Rd, Cavendish, VT 05142

  Its time to escape to your own peaceful retreat in the heart of Cavendish, Vermont. Set on 10 private, wooded acres along a quiet town road, this warm and welcoming cabin-style home offers the perfect blend of comfort and rustic charm. A beautiful pond shimmers in the sunlight, adding to the magical feel of the setting. The home features four bedrooms and two baths, including a first-floor

  Daire Gibney Barrett and Valley Associates Inc.

  996 Cavendish Gulf Rd, Cavendish, VT 05142
• 

  

  

  /11

  Est $160,158 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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /57

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 2,892 Sq Ft

  145 Russell Rd, Cavendish, VT 05142

  Thinking of building your dream home, finding a perfect contractor & designer? Well skip the headaches. Move right in - Here are the keys! Tucked on 12.9 serene acres, custom built in 2024, this 4-bedroom, 3-bathroom amazing home combines expert craftsmanship and design with modern comfort and sweeping mountain VIEWS. Start your mornings with breathtaking vistas and end your evenings with family

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

  145 Russell Rd, Cavendish, VT 05142
• 

  

  /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
• 

  

  /57

  $845,000 Sold Sep 26, 2025

  • 2,906 Sq Ft
  • $291/SF
  • 187 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  903 Old County Rd, Cavendish, VT 05142

  BACK ON THE MARKET after prior buyer’s financial constraints. Don’t miss your chance to own the Perfect Mountain House - fully furnished and ready for your enjoyment! Perched overlooking the Hawks Mountain Range, at the base of Star Mountain, this secluded haven offers the perfect escape with a babbling brook and breathtaking mountain views. Set at the end of a winding, tree-lined drive, the

  Frank Provance Diamond Realty

  903 Old County Rd, Cavendish, VT 05142
• 

  

  /23

  Est $694,617 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
• 

  

  /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
• 

  

  /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
• 

  

  /36

  Est $189,238 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,172 Sq Ft

  2186 Main St, Cavendish, VT 05142

  2186 Main St, Cavendish, VT 05142
• 

  

  /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
• 

  

  /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
• 

  

  /35

  Est $368,875 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 968 Sq Ft

  599 High St, Cavendish, VT 05142

  599 High St, Cavendish, VT 05142
• 

  

  /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
• 

  

  /34

  $291,000 Sold Sep 05, 2025

  • 1,052 Sq Ft
  • $277/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1999

  2949 Route 131, Cavendish, VT 05142

  This private mountain home, on 15+/- acres, is right across the street from a popular fly-fishing river, is only 11 miles from Okemo Mountain and only 10 miles from I-91. There’s plenty of garden space, a small stream, and room to homestead! Entering upstairs, brings you into a bright, open kitchen/dining area, with some additional winter warmth provided by the wood stove. The cozy living

  Sue Starr-Adams EXP Realty

  2949 Route 131, Cavendish, VT 05142
• 

  

  /40

  Est $569,060 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
• 

  

  /47

  $549,000

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

  127 Pleasant St, Cavendish, VT 05142

  This lovingly restored Arts and Crafts style home is located just 10 minutes from Okemo Mountain. Built in 1928, this home sits on a peaceful, elevated street in Cavendish, just steps from the town’s sledding hill. Owned by the same family for 20 years, the memories made here are priceless. The children learned to ski at Okemo and with everyone grown, the family is ready to pass along this

  Tyleen Murray Kelley Real Estate, Inc.

  127 Pleasant St, Cavendish, VT 05142
• 

  

  /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
• 

  

  /31

  Est $963,972 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,774 Sq Ft

  129 Carlton Rd, Cavendish, VT 05142

  129 Carlton Rd, Cavendish, VT 05142
• 

  

  /51

  $695,000

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

  35 Stevens Rd, Cavendish, VT 05142

  This is a dream come true for someone who is seeking a Vermont nature retreat in every season. 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 views of Mother Nature

  Betty McEnaney Diamond Realty

  35 Stevens Rd, Cavendish, VT 05142
• 

  

  /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
• 

  

  /40

  Est $578,588 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
• 

  

  /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
• 

  

  /51

  $479,000 Sold Jul 31, 2025

  • 1,440 Sq Ft
  • $333/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  20 Armstrong Ln, Cavendish, VT 05142

  Welcome to your dream retreat in the heart of Cavendish, Vermont! This completely remodeled 3-bedroom, 2-bathroom country home sits on 4.2+/- acres and offers a nice blend of rustic charm and modern comfort. Features include a bright, open-concept living area and a kitchen with high-end finishes, a spacious mudroom, two bedrooms, and a full bathroom. The second level offers a large primary

  Mendi Michael Engel & Völkers Okemo

  20 Armstrong Ln, Cavendish, VT 05142
• 

  

  /40

  Est $431,317 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,105 Sq Ft

  581 Brook Rd, Cavendish, VT 05142

  581 Brook Rd, Cavendish, VT 05142
• 

  

  /15

  $199,000

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

  2314 Main St, Cavendish, VT 05142

  A little vision, a little elbow grease and some paint and this home will once again be the village stunner it once was. Beautiful wood floors, antique features like built in bookcases and nooks, solid doors and large spacious rooms make this home a no brainer for anyone looking for space and Vermont charm.Close to everything you need....Singleton's store for smoked meats, groceries, deli

  Lisa Kelley Cummings & Co

  2314 Main St, Cavendish, VT 05142
• 

  

  /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
• 

  

  /36

  Est $651,914 Not Listed For Sale

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

  662 Moriglioni Rd, Cavendish, VT 05142

  662 Moriglioni Rd, Cavendish, VT 05142
• 

  

  /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
• 

  

  /37

  $65,000 Sold Jun 27, 2025

  • Land
  • 3 Acres
  • $21,667 per Acre

  • 17 Days On Market

  00 Senna Rd, Cavendish, VT 05142

  Tucked away at the end of a quiet, town-maintained dirt road, this scenic 3-acre parcel offers the perfect blend of peace, privacy, and convenience. Surrounded by nature and boasting views of Mt. Ascutney, this is the ideal location for your future home or Vermont retreat. The property is fully permitted for a 3-bedroom wastewater system and already features a cleared house site and primitive

  Mendi Michael Engel & Völkers Okemo

  00 Senna Rd, Cavendish, VT 05142
• 

  

  /40

  Est $616,773 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
• 

  

  /58

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,146 Sq Ft

  615 Old County Rd, Cavendish, VT 05142

  In need of the perfect ski cabin just 15 minutes from Okemo Mountain? Set on over ten private acres, this home offers the perfect mix of comfort and country charm. The main living room features cathedral ceilings, a propane stove, and access to the deck with a hot tub—ideal for relaxing after a day on the slopes. The kitchen, finished with Vermont soapstone counters and updated appliances, opens

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  615 Old County Rd, Cavendish, VT 05142
• 

  

  /40

  $370,000 Sold Jun 27, 2025

  • 1,843 Sq Ft
  • $201/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1850

  244 Densmore Rd, Cavendish, VT 05142

  Since 1964, this has been called home. It is time to pass it on to the next family to love and cherish this spot. Less than a mile from Main Street, but a super country location. Surrounded by large parcels and a short walk to Proctor Piper State Forest where you will find trails to hike and bike. The 1850's Federal sits above the road surrounded by Mother Nature at her best. A small pond

  Betty McEnaney Diamond Realty

  244 Densmore Rd, Cavendish, VT 05142
• 

  

  /23

  Est $184,029 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 818 Sq Ft

  22 Laplante Rd, Cavendish, VT 05142

  22 Laplante Rd, Cavendish, VT 05142
• 

  

  /33

  $149,000

  • 1 Bed
  • 1 Bath
  • 192 Sq Ft

  1150 Tarbell Hill Rd, Cavendish, VT 05142

  Have you been waiting for your own piece of Vermont? Something affordable and easy to maintain? Whether you are looking for a getaway for skiing, relaxing, or a cozy place to call home, this tiny home might be just what you need. This Jamaica Cottage Shop timber frame camp is awaiting new owners to put their own touches on this tiny home. The current owner would be happy to explain all about the

  Tyleen Murray Kelley Real Estate, Inc.

  1150 Tarbell Hill Rd, Cavendish, VT 05142

Showing Results 1 - 40, Page 1 of 18