Windsor County VT Homes for Sale

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  /32

  $780,000

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft

  86 W Fisher Rd, Hartford, VT 05001

  Stunning Post and Beam home fully renovated in 2022! This beautifully renovated three-bedroom, two-bathroom Post and Beam home blends modern upgrades with timeless charm. Completely updated from top to bottom in 2022, the home features a new roof, fresh paint, new windows, flooring, a redesigned kitchen, a spacious new deck, and so much more!Recent upgrades include central air

  Derek Cosentino Four Seasons Sotheby's Int'l Realty

  86 W Fisher Rd, Hartford, VT 05001
• 

  

  

  /41

  $519,900

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  165 Upper Round Top Rd, Plymouth, VT 05056

  Relax from it all in this sweet vintage (with recent updates) mountain chalet retreat with beautiful views, close access to VAST snowmobiling trails from your door, and minutes to world class skiing at Killington or Okemo Mountain Resort. The open concept floor plan is great for entertaining family and friends. This furnished retreat has 2 bedrooms plus a den/bunk room and 1 1⁄2 baths. Loads of

  Marni Rieger KW Vermont-Killington

  165 Upper Round Top Rd, Plymouth, VT 05056
• 

  

  

  /4

  $30,000

  • Land
  • 1.00 Acre
  • $30,000 per Acre

  341 Seavers Brook Rd, Springfield, VT 05156

  Owner Will Consider Financing – Ask for Details!Build Your Dream Home in the Heart of Vermont!Discover the perfect blend of privacy and convenience with this beautiful 1-acre wooded lot located in Springfield, VT. Tucked away in a peaceful natural setting, this parcel offers a quiet retreat surrounded by trees, yet it's just minutes from downtown Springfield. Enjoy quick access to

  Kris Pettee EXP Realty

  341 Seavers Brook Rd, Springfield, VT 05156
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  /32

  $370,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149

  Located Direct Slopeside, this 1 bedroom, 1 full bath end unit condominium at Okemo Mountain Lodge is available for the first time in 20 years! Beautifully renovated throughout and nicely furnished, C201 is ready for your family to move right in. The larger style kitchen has plenty of cabinetry and counter space, is light and bright, and open to the living room which features an electric

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

  109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149
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  /23

  $325,000

  • Land
  • 45 Acres
  • $7,222 per Acre

  1376 Kingdom Rd, Plymouth, VT 05056

  Rare offering of forty-five beautiful acres in the lakes region between Killington and Okemo. You know what they say..."They don't make more land". More photos coming soon or come and take a look yourself and hike or snowshoe around the property. Potential views of Okemo with clearing. Subdivision is possible and has been started at the State level (along with wastewater permitting), but

  Tyleen Murray Kelley Real Estate, Inc.

  1376 Kingdom Rd, Plymouth, VT 05056
• 

  

  /40

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  12 Twine Hill Rd, Ludlow, VT 05149

  Nestled in the picturesque town of Ludlow, Vermont, 12 Twine Hill Road offers a charming single-family home that combines comfort with convenience. Built in 1970, this residence features 3 bedrooms and 2 bathrooms within its 1,680 square feet of living space. The property sits on a 0.27-acre lot, providing ample outdoor space for relaxation and recreation. Breathtaking views off the massive

  David White OwnerEntry.com

  12 Twine Hill Rd, Ludlow, VT 05149
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  /24

  $155,000

  • Land
  • 13 Acres
  • $12,016 per Acre

  0 Woods Rd W Unit 5030103, Ludlow, VT 05149

  Can't find the right house, nor the right location? This coveted Farm Ridge Lot could solve all your problems. This 12.9 acre lot has various terrain and private wooded views. This lot is on a cul de sac named Wood Road West and is very quiet. You can decide how much land to clear - it's begging to have the land opened up to reveal the stunning views that neighboring houses enjoy. The lot was

  Joseph Karl William Raveis Real Estate Vermont Properties

  0 Woods Rd W Unit 5030103, Ludlow, VT 05149
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  /20

  $799,000

  • 6 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  35 Railroad Row Unit C3-2, Hartford, VT 05001

  Here is a great opportunity to buy a co-living business in White River Junction, VT, that is a turn key operation. The living spaces are sunny and very bright with a large spacious kitchen and a cozy living room. There are 6 individual large studio-type rooms and 4 baths, one with a laundry area. A buyer could choose to live there and run the business or manage it from afar. Another option would

  Linde McNamara LindeMac Real Estate

  35 Railroad Row Unit C3-2, Hartford, VT 05001
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  /60

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  141 Upper Crossroad, Ludlow, VT 05149

  Welcome to Okemo's iconic roundhouse. While not completely round, this distinctive home is only about 1,200' from the main base area - an easy walk even in ski boots. It is all about location! You will find 3 + bedrooms, 2 full baths, sauna, and hardwood floors in the common areas. The wrap-around deck provides great views of Okemo ski trails and Ascutney Mountain as well as provides for added

  Kevin Barnes William Raveis Real Estate Vermont Properties

  141 Upper Crossroad, Ludlow, VT 05149
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  /39

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  1221 Baker Turn Rd Unit E, Hartford, VT 05059

  Welcome to this beautifully renovated ski-on, ski-off, trailside condo in Quechee Lakes! The association has replaced roofs, siding, and decks giving it a gorgeous updated look for 2025. OWNER TO PAY OFF SPECIAL ASSESSMENT AT CLOSING, WITH ACCEPTABLE OFFER. Condo fees are only $442.58/month.The clean fresh lines of the interior complement the new fresh exterior. The unique multi-level

  Mary Paino Coldwell Banker LIFESTYLES - Quechee

  1221 Baker Turn Rd Unit E, Hartford, VT 05059
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  /44

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  4664 Jericho St, Hartford, VT 05001

  Welcome to the beautiful rural Jericho Street area. This home is situated back from the road for total privacy on 22 +/- acres . The lower level includes a Mudroom with two closets which leads to a large open concept kitchen/dining area, a bedroom and bath. The kitchen has plenty of storage, countertop space and a center island. There is also a woodstove centered in the dining/entertaining area

  Peter Roberts Roger J. Roberts Real Estate

  4664 Jericho St, Hartford, VT 05001
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  /2

  $149,999

  • Land
  • 56 Acres
  • $2,655 per Acre

  00 Blackmer Blvd, Stockbridge, VT 05772

  An affordable 56.5 acres of desirable woodland! Pathways heading towards elevated destinations meander up through this tranquil hillside of trees. While some marketable timber has been identified, for many people these classic Vermont woods could be the setting for the construction of a rustic cabin. At the dramatic height of the land the property abuts extensive acreage of conserved land owned

  John Wetmore Wetmore Real Estate

  00 Blackmer Blvd, Stockbridge, VT 05772
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  /18

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  26 Dorman Rd, Andover, VT 05143

  Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a

  Daire Gibney Barrett and Valley Associates Inc.

  26 Dorman Rd, Andover, VT 05143
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  /39

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,554 Sq Ft

  2 Pond St, Ludlow, VT 05149

  This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  2 Pond St, Ludlow, VT 05149
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  /10

  $135,000

  • Land
  • 13 Acres
  • $10,120 per Acre

  00 Hill Top Rd, Andover, VT 05143

  If you're searching for the perfect lot to build your dream home, this 13+ acre property could be just what you've been looking for! Nestled on a peaceful road, this expansive lot offers a prime opportunity to create your ideal home while staying close to top local attractions, including the stunning mountains of Okemo, Stratton, Magic, and Bromley. With permits already in place for a

  Flex Realty Group Flex Realty

  00 Hill Top Rd, Andover, VT 05143
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  /43

  $2,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,502 Sq Ft

  4945 South Rd, Woodstock, VT 05071

  The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron

  Story Jenks LandVest, Inc/Woodstock

  4945 South Rd, Woodstock, VT 05071
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  /48

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  25 Linden Hill St, Woodstock, VT 05091

  This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A

  Laird Bradley Williamson Group Sothebys Intl. Realty

  25 Linden Hill St, Woodstock, VT 05091
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  /27

  $290,000

  • 4 Beds
  • 4 Baths
  • 2,688 Sq Ft

  34 Union St, Springfield, VT 05156

  Well maintained 4plex located in a desirable quaint residential Springfield neighborhood with a NOI of $33,000 and listed at over a 11% cap rate. Featuring spacious 4x1br, and abundant off-street parking and driveway. This building has been recently renovated and updated, and 1 unit has been left vacant for a potential owner/occupant.A new owner can step into to this turnkey and property

  Michael Gilman 3GEN Real Estate Inc

  34 Union St, Springfield, VT 05156
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  /28

  $139,000

  • Land
  • 0.23 Acre
  • $604,348 per Acre

  0 Prospect St Unit 5028799, Ludlow, VT 05149

  Here's your opportunity to purchase Ludlow's newest village lot offering. Lot 3 is located on the right side of the road and is the last lot on the street. Lot 3 is a nice level lot with endless possibilities. Lot 3 has partial views of Okemo Mountain and you'll see some spectacular sunsets. Ludlow's restaurants, shops, and parks are just a short walk away and Okemo Mountain is about a mile

  Kevin Barnes William Raveis Real Estate Vermont Properties

  0 Prospect St Unit 5028799, Ludlow, VT 05149
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  /8

  $79,000

  • Land
  • 6 Acres
  • $13,167 per Acre

  00 E Barnard Rd, Barnard, VT 05068

  This six-acre East Barnard parcel has long frontage on the year-round Harlow Brook. Steep topography along the road and at the access point will necessitate a crossing to the interior portions of the property across the brook that may be suitable for development. Mostly wooded with several smaller clearings, the property presents an adventurous opportunity with plenty of brook trout and enough

  Richard Higgerson Higgerson & Company

  00 E Barnard Rd, Barnard, VT 05068
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  /38

  $449,000

  • 3 Beds
  • 3 Baths
  • 1,724 Sq Ft

  259 Jay Hill Rd, Hartford, VT 05001

  Welcome to this bright and sunny home that has been updated in the past two years. New floors throughout, a remodeled kitchen, 2 remodeled bathrooms, a whole house generator, and an electric car charger are just a few of the assets of this property. Enjoy being outside with two decks and an electric dog fence around the whole house. This home is being offered furnished except for the basement

  Sandra Dell KW Coastal and Lakes & Mountains Realty/Hanover

  259 Jay Hill Rd, Hartford, VT 05001
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  /24

  $789,000

  • Land
  • 33 Acres
  • $23,909 per Acre

  00 Olcott Rd, Norwich, VT 05055

  This 33-acre estate quality parcel is offered with conceptual drawings and a fully permitted four-bedroom wastewater system design, presenting an exceptional opportunity to build in a prime Upper Valley location. Overlooking and bordering conserved land, the property is located just 1.5 miles from the center of Norwich, Vermont. Its close proximity to downtown Hanover, NH, and Dartmouth College,

  Richard Higgerson Higgerson & Company

  00 Olcott Rd, Norwich, VT 05055
• 

  

  /25

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  S-1E Great Roaring Brook Rd, Plymouth, VT 05056

  Ten-acre wooded parcel with potential views located near the top of Great Roaring Brook Rd. The topography is rolling too steep with multiple buildings sites, rock crop outs, and streams throughout. A wonderful opportunity to design and build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for

  Terry Davis Williamson Group Sothebys Intl. Realty

  S-1E Great Roaring Brook Rd, Plymouth, VT 05056
• 

  

  /25

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056

  Ten-acre wooded parcel with potential views located near the top of Great Roaring Brook Rd. The topography is rolling too steep with multiple buildings sites, rock crop outs, and streams throughout. A wonderful opportunity to design and build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for

  Terry Davis Williamson Group Sothebys Intl. Realty

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056
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  /10

  $220,000

  • Land
  • 2.64 Acres
  • $83,333 per Acre

  00 Stagecoach Rd, Norwich, VT 05055

  Building lot ready for construction. Vermont State Septic and Well permit on file. Septic design is a 4 bedroom gravity inground system. Power and EC Fiber on pole at land. Lot is gently slopping, lightly wooded and has good sunlight. Situated on private road with easy access to hiking, biking and recreation. Minutes to town, Dartmouth and the greater Upper Valley.

  Linda White EXP Realty

  00 Stagecoach Rd, Norwich, VT 05055
• 

  

  /39

  $700,000

  • 2 Beds
  • 2.5 Baths
  • 1,166 Sq Ft

  69 Daybreak Dr Unit H 102, Ludlow, VT 05149

  Solitude Village on Okemo Mountain! Discover your perfect mountain retreat in this stunning first-floor condo located in the highly sought-after Solitude Village at Okemo. This two-bedroom, two-and-a-half-bath gem is designed for year-round enjoyment and effortless relaxation. Step inside to find a thoughtful layout, complete with built-in cubbies in the entryway—ideal for storing gear after a

  Katherine Burns William Raveis Real Estate Vermont Properties

  69 Daybreak Dr Unit H 102, Ludlow, VT 05149
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  /6

  $175,000

  • Land
  • 1.02 Acres
  • $171,569 per Acre

  Lot 51 Partridge Rd, Ludlow, VT 05149

  1.02+/- acres. Lot 51. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

  Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

  Lot 51 Partridge Rd, Ludlow, VT 05149
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  /6

  $195,000

  • Land
  • 1.00 Acre
  • $195,000 per Acre

  Lot 48 Partridge Rd, Ludlow, VT 05149

  1.01+/- acres. Lot 48. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

  Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

  Lot 48 Partridge Rd, Ludlow, VT 05149
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  /21

  $249,900

  • Land
  • 12 Acres
  • $21,178 per Acre

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001

  Incredible year-round vast and long range mountain views on this open land perched at the top of a hill with the septic design and permit already in place. There is power on the poles that have already been brought up to the cleared house-site along the installed and established gravel driveway large enough for a firetruck to turn around. This has been professionally surveyed by Pathways

  Franchesca Collins Hall Collins Real Estate Group

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001
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  /34

  $595,000

  • Land
  • 1.44 Acres
  • $413,194 per Acre

  47 Andover St, Ludlow, VT 05149

  Here is one of the last opportunities to develop a larger parcel in the Village Of Ludlow. With new density rules this is a blank canvas for any developer that has a vision of the convenience of the downtown amenities truly walking distance away. Multiple units should be a breeze to permit with town water and sewer and the new density regulations. The Seller has spent thousands of dollars on

  Frank Provance Diamond Realty

  47 Andover St, Ludlow, VT 05149
• 

  

  /60

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 5,573 Sq Ft

  851 Riverside Park Rd, Woodstock, VT 05091

  "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers

  Richard Higgerson Higgerson & Company

  851 Riverside Park Rd, Woodstock, VT 05091
• 

  

  /39

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  5 Brownsville Rd, Hartland, VT 05048

  Formerly Hartland Schoolhouse #11, this charming antique brick colonial in a village location, is just a 6 minute drive from an I-91 entrance/exit. Beautiful natural light in the 3 bedrooms, 2 baths. Indian shutters, lovely old wood floors and moldings and a surprisingly open floor plan. A very easy commute to Dartmouth College or Dartmouth Health.

  Jane Darrach Martha E. Diebold/Hanover

  5 Brownsville Rd, Hartland, VT 05048
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  /42

  $575,000

  • 1 Bed
  • 1 Bath
  • 861 Sq Ft

  7 Brownsville Rd, Hartland, VT 05048

  In a charming setting overlooking the Lull Brook, this house is the perfect home or retreat for one or two people. A large room for living/dining/kitchen and a loft bedroom up a flight of stairs. Full bath on the first level. Incredibly pretty woodwork and outstanding views. This house has MAGIC! Has been used both as a primary residence and a very successful Air B and B.Property will

  Jane Darrach Martha E. Diebold/Hanover

  7 Brownsville Rd, Hartland, VT 05048
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  /29

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  360 Okemo Trailside Extension Unit 37C, Ludlow, VT 05149

  Located directly on the Upper Sachem trail and abutting the Okemo State Forest, this 3-bedroom townhome offers one of the best slopeside locations on Okemo. Three level design offers a wonderful separation of space. Main level includes mudroom with built ins and cubbies, kitchen with vaulted ceiling, and breakfast bar with window looking out towards the state forest. Separate dining room adjoins

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

  360 Okemo Trailside Extension Unit 37C, Ludlow, VT 05149
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  /60

  $2,950,000

  • 7 Beds
  • 10 Baths
  • 8,960 Sq Ft

  51 E Ash Rd, Plymouth, VT 05056

  Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed

  Kevin Barnes William Raveis Real Estate Vermont Properties

  51 E Ash Rd, Plymouth, VT 05056
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  /42

  $95,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  610/612 QIII Jackson Gore Adams House Unit 610/612 QIII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort. Adams House at Okemo – #610/612, Quarter III – Additional quarters available! If you act quickly you can also purchase Qtr 1 & 2, 3 weeks in a row, or purchase Q1 & 3 and have staggered weekends! Enjoy Okemo’s premier slopeside community at Jackson Gore with countless amenities like the outdoor hot tubs with a view of the slopes, incredible ski

  Joseph Karl William Raveis Real Estate Vermont Properties

  610/612 QIII Jackson Gore Adams House Unit 610/612 QIII, Ludlow, VT 05149
• 

  

  /42

  $95,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  610/612 QII Jackson Gore Adams House Unit 610/612 QII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort. Adams House at Okemo – #610/612, Quarter II – Additional quarters available! If you act quickly you can also purchase Qtr 1 & 3, 3 weeks in a row! Enjoy Okemo’s premier slopeside community at Jackson Gore with countless amenities like the outdoor hot tubs with a view of the slopes, incredible ski access, Spring House amenities, ski lockers and more.

  Joseph Karl William Raveis Real Estate Vermont Properties

  610/612 QII Jackson Gore Adams House Unit 610/612 QII, Ludlow, VT 05149
• 

  

  /42

  $95,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  610/612 QI Jackson Gore Adams House Unit 610/612 QI, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort. Adams House at Okemo – #610/612, Quarter I – Additional quarters available! If you act quickly you can also purchase Qtr 2 & 3, 3 weeks in a row! Enjoy Okemo’s premier slopeside community at Jackson Gore with countless amenities like the outdoor hot tubs with a view of the slopes, incredible ski access, Spring House amenities, ski lockers and more.

  Joseph Karl William Raveis Real Estate Vermont Properties

  610/612 QI Jackson Gore Adams House Unit 610/612 QI, Ludlow, VT 05149
• 

  

  /54

  $75,000

  • 1 Bed
  • 2 Baths
  • 957 Sq Ft

  517/519 QIII Jackson Gore Adams House Unit 517/519 QIII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Adams House 517/519 Q3 is a ski on/off, 1 bedroom, two full bathroom, quarter ownership at the Adams House of Jackson Gore on Okemo Mountain. This one bedroom has lockout capabilities designed to create two separate units. The first room has a full kitchen with a dining area, a gas fireplace in the living room with a sleeper sofa, and a

  Joseph Karl William Raveis Real Estate Vermont Properties

  517/519 QIII Jackson Gore Adams House Unit 517/519 QIII, Ludlow, VT 05149
• 

  

  /46

  $225,000

  • 3 Beds
  • 2 Baths
  • 2,121 Sq Ft

  222 River St, Bethel, VT 05032

  Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy

  Flex Realty Group Flex Realty

  222 River St, Bethel, VT 05032

Showing Results 401 - 440, Page 11 of 14