Cavendish, VT Homes for Sale

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  /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
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  /40

  $430,000

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

  110 Spaulding Rd Unit G-3, Cavendish, VT 05153

  If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with unsurpassed amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer and around the corner from charming, vibrant Proctorsville Green. This impeccable condo has been updated, well cared for and loved

  Frank Provance Diamond Realty

  110 Spaulding Rd Unit G-3, Cavendish, 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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  /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
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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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  /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
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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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  /54

  $419,000 Under Contract

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

  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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  /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
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  /50

  $425,000 Sold Nov 15, 2024

  • 2,496 Sq Ft
  • $170/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1990

  665 Knapp Pond Rd, Cavendish, VT 05142

  This versatile four-bedroom, three-bathroom home offers tremendous potential, with a flexible floor plan that can adapt to various needs. The main section of the house features three bedrooms, two bathrooms, and an additional room that can serve as an office or den. Above the garage, there's a self-contained one-bedroom, one-bathroom apartment with its own bonus room, perfect for a den or office.

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  665 Knapp Pond Rd, Cavendish, VT 05142
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  /60

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 2,274 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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  /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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  /21

  $150,000

  • Land
  • 3.60 Acres
  • $41,667 per Acre

  263 High Ridge Rd, Cavendish, VT 05142

  Good land has been hard to find lately. Good land with a view of Okemo even more so. This double lot has huge westerly views towards Okemo. The driveway is roughed in and the septic is designed and permitted for parcel #71. This lot has a septic design for a 3br home plus an additional allocation for a 1br apartment over the garage. You can combine the two and build a 4 bedroom home should you

  Joseph Karl William Raveis Real Estate Vermont Properties

  263 High Ridge Rd, Cavendish, VT 05142
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  /29

  $299,000

  • 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 home on .26 +/- acres was rebuilt in 1977 and would make a very cute ski house, vacation or full-time home. Enter through the enclosed breezeway which is a great space for entertaining or 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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  /60

  $1,500,000

  • 10 Beds
  • 12 Baths
  • 5,500 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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  /60

  $1,225,000

  • 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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  /41

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  109 High St, Cavendish, VT 05142

  Discover the perfect blend of small-town charm and four-season adventure in the heart of Cavendish. Perched on a sunny corner lot with views of Hawks Mountain, this classic Vermont home offers easy access to everything from skiing at Okemo to hiking, biking, and swimming nearby. Step inside through the thoughtfully planned mudroom and enter a warm, updated eat-in kitchen—complete with

  Dana Haley Diamond Realty

  109 High St, 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
• 

  

  /21

  $349,000

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

  130 Pleasant St, Cavendish, VT 05142

  Price reduced! If this property is on your radar, make an appointment to see it as tenants' lease is up in August. This home has served as a primary residence and also as an income-producing rental and can be sold furnished. 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

  Tyleen Murray Kelley Real Estate, Inc.

  130 Pleasant St, 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
• 

  

  /39

  $195,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 252, Cavendish, VT 05142

  Welcome to effortless living at The Pointe at Castle Hill! This charming 1-bedroom, 1-bathroom condominium offers a convenient and low-maintenance lifestyle in a prime location. Just a stone's throw from Okemo Mountain Resort and Fox Run Golf Club, you'll be perfectly positioned to embrace Vermont's stunning outdoor recreation. Enjoy fantastic on-site amenities including a sparkling swimming

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

  2940 Route 103 Unit 252, Cavendish, VT 05142
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  /59

  $675,000

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

  24 Freeman Rd Unit A1, Cavendish, VT 05153

  One of only four units like this in the complex of 54 condos. This unique 3 bedroom plus loft with three and a half baths is a town house layout. Walk directly into abundant mudroom, no stairs involved. The walk in owners closet with custom cubbies will be more than adequate for all of your gear. The entire condo has been tastefully decorated by a professional and the furnishings that are

  Frank Provance Diamond Realty

  24 Freeman Rd Unit A1, Cavendish, VT 05153
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  /60

  $550,000

  • 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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  /59

  $895,000

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

  115 Prior Rd, Cavendish, VT 05142

  Entrepreneurs take notice! This home business could be yours. A well know mechanic/woodworker is moving on. This custom built log home and mechanics/woodworking shop is a turn key home and business situated on over 19 acres. This could also be a dream of a snowmobile enthusiast. Located on the VAST trail system on a dead end road. The log home was hand built by the current owner with custom

  Frank Provance Diamond Realty

  115 Prior Rd, Cavendish, VT 05142
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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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  /17

  $114,900

  • 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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  /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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  /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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  /6

  $119,000

  • Land
  • 11 Acres
  • $11,163 per Acre

  00 Norrie Davies Rd, Cavendish, VT 05142

  This property is in two parcels, see survey. The 5.82 acre parcel with the pond sets between Tarbell Hill Rd and Norrie Davies Rd. The 4.84 acre building lot parcel is directly across and is entirely on Norrie Davies Rd. The building lot is wooded with 1200+ feet of road frontage and has a state permit for a 4 bedroom septic system. The lovely pond offer a pleasant place to relax and enjoy.

  Frank Ellison Ellison Real Estate, Inc.

  00 Norrie Davies Rd, Cavendish, VT 05142
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  /2

  $35,000

  • Land
  • 4.03 Acres
  • $8,685 per Acre

  00 Cavendish Gulf Rd, Cavendish, VT 05142

  Judy Thompson Walnut Hill Realty

  00 Cavendish Gulf Rd, Cavendish, VT 05142
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  /34

  $299,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  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
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  /15

  $55,000 Under Contract

  • Land
  • 0.35 Acre
  • $157,143 per Acre

  150 Parker Ave, Proctorsville, VT 05153

  Tucked among mature maples and just a short drive from Ludlow and Chester,this classic New England barn offers a rare opportunity to own a piece of Vermont history. With its weathered wood siding, original beams, and classic gable roofline, the structure stands as a testament to traditional craftsmanship. Inside, exposed timber framing and a partial stone foundation highlight its old-world

  Frank Provance Diamond Realty

  150 Parker Ave, Proctorsville, VT 05153
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  /24

  $234,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  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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  /21

  $299,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,526 Sq Ft

  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
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  /37

  $299,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  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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  /52

  $419,000 Under Contract

  • 5,984 Sq Ft

  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
• 

  

  /57

  $845,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,213 Sq Ft

  903 Old County Rd, Cavendish, VT 05142

  Perched on a knoll over looking the Hawks Mountain Range, at the base of Star Mountain is The Perfect Mountain House in Vermont: A Private, Cherished Retreat.Tucked away in the heart of Vermont’s rolling hills, this secluded haven offers the perfect escape with a babbling brook. A home where time slows, where nature wraps around you in quiet embrace, and where every detail speaks of warmth

  Frank Provance Diamond Realty

  903 Old County Rd, 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
• 

  

  /37

  $65,000 Sold Jun 27, 2025

  • Land
  • 3.00 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

  $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

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