Windham County VT Homes under $100,000

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  /23

  $20,000

  • 1 Bath
  • 407 Sq Ft

  152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356

  Quarter share (deeded interval 3) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 152) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356
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  /28

  $52,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  274/76Qtr. 2 Grand Summit Way, Dover, VT 05356

  Wake up to the Grand Summit Express and the Bluebird lifts right outside your room. Sleep 10 condo comprises two units. Unit 276 has a private bedroom with a queen bed, a queen sleeper sofa, and a queen Murphy bed in the living area, a kitchenette, and a full bath with an extra-large covered balcony. The adjoining room, 274, has 2 king beds and a full bath. Units are located on the base area side

  Kelly Agrillo Southern Vermont Realty Group

  274/76Qtr. 2 Grand Summit Way, Dover, VT 05356
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  /18

  $83,200

  • 3 Beds
  • 1 Bath
  • 1,414 Sq Ft

  2390 Morse Brook Rd, Putney, VT 05346

  Opportunity awaits in this serene Westminster Vermont setting! Nestled beside a charming babbling brook, this property offers the perfect backdrop to create your dream getaway or year-round home. The existing cottage is ready for a full renovation or a fresh start—bring your vision and unlock the true potential of this peaceful slice of Vermont. Rare chance to build equity in a highly desirable

  Linda Benoit Highland Realty

  2390 Morse Brook Rd, Putney, VT 05346
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  /2

  $59,900

  • Land
  • 1 Acre
  • $59,900 per Acre

  Lot 36 Woodsman Rd, Dover, VT 05356

  Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

  Michael Purcell Berkley & Veller Greenwood/Dover

  Lot 36 Woodsman Rd, Dover, VT 05356
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  /38

  $18,000

  • 1 Bath
  • 407 Sq Ft

  217, QTR 2 89 Grand Summit Way, Dover, VT 05356

  Mountain View Sleeps Four Studio, located slopeside at the Mount Snow Ski Resort! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This slope-side studio unit with 1 full bath has sleeping space for 4, an open-concept kitchen/dining room, and a large living room with a queen sleep sofa and

  Patricia Fitzpatrick Skihome Realty

  217, QTR 2 89 Grand Summit Way, Dover, VT 05356
• 

  

  /5

  $85,000

  $30K PRICE INCREASE

  • Land
  • 1 Acre
  • $85,000 per Acre

  000F-320 Bourbon Run Rd, Jamaica, VT 05343

  This 1-acre wooded lot in Jamaica, Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and Mount Snow, ideal for

  Mike England Michael England Real Estate

  000F-320 Bourbon Run Rd, Jamaica, VT 05343
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  /20

  $99,500

  • Land
  • 10.27 Acres
  • $9,688 per Acre

  0 Theresa Ln, Wilmington, VT 05363

  This is a rare 10.27 acre offering located in the pastoral town of Wilmington, Vermont. Featuring approximately 8 acres open field, stone walls, cherry trees, potential views of the windmills with clearing, and the Beaver Brook running through the lower section, this property offers privacy and beauty. In addition, the land is close to Mount Snow and the Hermitage Club, plus provides easy access

  Lisa Mirando Deerfield Valley Real Estate

  0 Theresa Ln, Wilmington, VT 05363
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  /43

  $75,000

  $20K PRICE DROP

  • Land
  • 1 Acre
  • $75,000 per Acre

  169 Sun and Ski Rd, Wilmington, VT 05363

  Dreaming of building a home in Vermont but not sure where to start? With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building

  Kim Meeker Southern Vermont Realty Group

  169 Sun and Ski Rd, Wilmington, VT 05363
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  /58

  $32,000

  • 1 Bed
  • 2 Baths
  • 771 Sq Ft

  123/125 Qtr 4 Grand Summit Way Unit 123/125, Qtr 4, Dover, VT 05356

  Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious mountain-side lockout unit, the closest unit to the back door to the slopes, comfortably sleeps 8. Unit 123 is a hotel room with 2

  Donna Brown Skihome Realty

  123/125 Qtr 4 Grand Summit Way Unit 123/125, Qtr 4, Dover, VT 05356
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  /27

  $33,900

  • 1 Bed
  • 2 Baths
  • 771 Sq Ft

  235/237, QTR 2 89 Grand Summit Way, Dover, VT 05356

  Own Where You Play! One-of-a-kind sleep eight quartershare, featuring a gas fireplace, updated decor and furnishings, plus gorgeous mountain views, this is a rare find in the Grand Summit Resort Hotel! This comfortable condo has two full baths and a lockout feature, with an adjoining door within the unit, so you can use it, rent it, or trade it for a timeshare vacation simultaneously! Overlooking

  Patricia Fitzpatrick Skihome Realty

  235/237, QTR 2 89 Grand Summit Way, Dover, VT 05356
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  /44

  $65,000

  • Land
  • 36,154 Sq Ft
  • $78,313 per Acre

  123 High Top Rd, Wilmington, VT 05363

  Section B - new to market! Oversized building lot with new perc tests show it is suitable for a 3-bedroom single family home. Lot may support a larger home; buyer would have to pursue this option at their own cost. As an owner of an undeveloped lot in CHOA, you are entitled to all the recreation amenities in the Resort, including year-round swimming at the exclusive member-only clubhouse, located

  Sigrid Pickering Chimney Hill Realty

  123 High Top Rd, Wilmington, VT 05363
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  /39

  $25,000

  • Land
  • 21,780 Sq Ft
  • $50,000 per Acre

  30 Upper Howes Way, Wilmington, VT 05363

  Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

  Sigrid Pickering Chimney Hill Realty

  30 Upper Howes Way, Wilmington, VT 05363
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  /2

  $95,000

  $30K PRICE DROP

  • Land
  • 14.7 Acres
  • $6,463 per Acre

  0 Higley Hill, Dover, VT 05356

  Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

  Michael Purcell Berkley & Veller Greenwood/Dover

  0 Higley Hill, Dover, VT 05356
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  /32

  $24,500

  • 1 Bed
  • 2 Baths
  • 869 Sq Ft

  328, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

  This unique style, a sleep six condo, is located on the top floor of the hotel and features two levels, including a loft bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area has a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping four people. The spacious loft bedroom features a king-size bed, a large walk-in closet, and an

  Patricia Fitzpatrick Skihome Realty

  328, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
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  /13

  $49,900

  $29K PRICE DROP

  • Land
  • 3.69 Acres
  • $13,523 per Acre

  0 Honeycomb Hill, Marlboro, VT 05301

  On the privately maintained road of Honeycomb Hill sits this 3.69 acre lot. The wooded parcel has young tree growth and slopes gently. There are three areas that are fairly level and open and may be suitable building sites. Just 30 minutes to Mt. Snow, 25 minutes to Brattleboro and 15 minutes to Harriman Reservoir, this conveniently located parcel offers easy access to all of Southern Vermont's

  Laura D'Angelo Berkley & Veller Greenwood Country

  0 Honeycomb Hill, Marlboro, VT 05301
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  /35

  $34,500

  • 2 Beds
  • 3 Baths
  • 1,026 Sq Ft

  316/318, QTR 1 89 Grand Summit Way, Dover, VT 05356

  The best ski-on/ski-off location in Mount Snow! This two-bedroom, three-bathroom loft unit, which sleeps 8, features both valley vista views from the living room and deck, and mountain views from the loft bedroom. Enjoy your own little piece of Vermont with family and friends. You own 13 weeks of vacation to use, rent, or trade! Year-round use of the Grand Summit amenities includes valet parking,

  Patricia Fitzpatrick Skihome Realty

  316/318, QTR 1 89 Grand Summit Way, Dover, VT 05356
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  /41

  $85,000

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

  402 Fox Mountain Rd, Wilmington, VT 05363

  Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home.

  Sigrid Pickering Chimney Hill Realty

  402 Fox Mountain Rd, Wilmington, VT 05363
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  /2

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  93 Clark St, Brattleboro, VT 05301

  An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only

  Christine Lewis Brattleboro Area Realty

  93 Clark St, Brattleboro, VT 05301
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  /9

  $99,000

  $26K PRICE DROP

  • Land
  • 10.04 Acres
  • $9,861 per Acre

  Lot 2 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.48 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape. Whether you envision a

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 North St, Dover, VT 05431
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  /17

  $73,140

  • Land
  • 10,890 Sq Ft
  • $292,560 per Acre

  Lot 4 -156 High Peak Way, Wilmington, VT 05363

  Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience.With public sewer and public water access,

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 4 -156 High Peak Way, Wilmington, VT 05363
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  /32

  $19,250

  $11K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 671 Sq Ft

  302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

  Kelly Agrillo Southern Vermont Realty Group

  302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356
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  /22

  $56,800

  • 3 Beds
  • 3 Baths
  • 1,323 Sq Ft

  157/265/267qtr3 Grand Summit Way Unit 157/265/267, Dover, VT 05356

  TRAILSIDE. Imagine the opportunity of owning a unit at the Grand Summit that can be used as studios that sleep 4, a 1 bedroom sleep 8 or even host 12 guests. Unit 157 sleeps 4 and has a sleep sofa and a Murphy bed, full kitchenette and a full bath. 157 connects via a flight of stairs to unit 267, another studio with a sleep sofa, Murphy bed, kitchenette and full bath, sleeps 4. Unit 265 has 2

  Sheila Joyce-Albano Skihome Realty

  157/265/267qtr3 Grand Summit Way Unit 157/265/267, Dover, VT 05356
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  /28

  $57,000

  $6K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft

  2036 Vermont 30, Jamaica, VT 05343

  A cozy base for days spent enjoying Vermont country life warmed by a cozy wood stove and enjoying countless meals prepared together in the upgraded cherry and tile kitchen. Property has direct access to the West River. a nice deck to sit on in the back and a nice sitting platform overlooking river. Two bedroom one bath mobile home. Six months occupancy per year. New tenants must be approved by

  Mike England Michael England Real Estate

  2036 Vermont 30, Jamaica, VT 05343
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  /3

  $60,000

  • Land
  • 1.1 Acres
  • $54,545 per Acre

  63 Villager Loop, Dover, VT 05356

  Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. View potential and easy access off a paved road, with a large corner lot location, looking to the west over the ski mountains and sunsets.

  Adam Palmiter Berkley & Veller Greenwood/Dover

  63 Villager Loop, Dover, VT 05356
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  /18

  $68,900

  • Land
  • 21,780 Sq Ft
  • $137,800 per Acre

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363

  Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 1 - 161 High Peak Way, Wilmington, VT 05363
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  /29

  $19,500

  • 1 Bath
  • 332 Sq Ft

  218 Qtr.2 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Valley side unit includes: Queen murphy bed, kitchen, eating area, balcony and a full bath. Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with

  Kelly Agrillo Southern Vermont Realty Group

  218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
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  /20

  $79,500

  • Land
  • 13,939 Sq Ft
  • $248,438 per Acre

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363

  Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 - 162 High Peak Way, Wilmington, VT 05363
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  /10

  $24,999

  $10K PRICE DROP

  • Land
  • 1.1 Acres
  • $22,726 per Acre

  4 Antler Loop, Dover, VT 05356

  Wooded Acre Close to Skiing at Mount Snow Beautiful wooded parcel less than ten minutes from skiing at Mount Snow and all the attractions in downtown Dover. While the property's address is technically 4 Antler Loop, it's much easier to access off the end of Timberview Road, which is one street up the hill. After passing by a gorgeous home at 15 Timberview, the road swaps over from gravel to

  David White OwnerEntry.com

  4 Antler Loop, Dover, VT 05356

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