Windsor County VT Homes under $100,000

/45
$74,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
418 Qtr I Jackson Gore Inn, Ludlow, VT 05149

Top-Floor 1BR/2BA at Jackson Gore – Sleeps 6, Gorgeous Views, Premium Resort AccessExperience the best of slopeside living with this beautifully appointed 1-bedroom, 2-bathroom top-floor unit at Jackson Gore, Okemo Mountain Resort. Perfectly positioned with incredible valley views and a glimpse of the outdoor heated pool, this residence offers both comfort and convenience, just steps from the

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

418 Qtr I Jackson Gore Inn, Ludlow, VT 05149
/31
$74,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149

Great location! This one bedroom lockout unit with a deck is looking right over the outdoor pool and hot tubs with a beautiful valley view! Direct access to the elevator/stairs to the private owner's locker room where you store your skis in your personal locker. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Queen sleep sofa, Queen wall bed, full

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
/44
$71,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

Jackson Gore 1 bedroom 2 bath condo 456 quarter IV on Okemo. This top-floor Jackson Gore Inn condo with incredible valley views is now available and it can easily sleep 6 guests with a king bedroom en suite, a queen sleeper sofa, and a queen Murphy bed. The kitchen has full-size stainless appliances and the living room is a great gathering space with a gas fireplace. Many amenities are just a

Kevin Barnes William Raveis Real Estate Vermont Properties

456 QIV Jackson Gore Inn Unit 456 QIV, 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
/16
$72,500
- 1 Bed
- 2 Baths
- 775 Sq Ft
434 Qtr. I Jackson Gore Inn, Ludlow, VT 05149

Jackson Gore Inn, Unit 434 Q I. Quarter Ownership. This top floor residence has beautiful valley facing views. Unit B Features: one bedroom with king bed, queen sleep sofa and queen wall bed, full kitchen, jetted tub, fireplace, entertainment center. This unit sleeps six and includes 1 locker for year round use. Other features include a large master bath offering his and her sinks, gas fireplace

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

434 Qtr. I Jackson Gore Inn, Ludlow, VT 05149
/39
$70,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149

Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Inn on Okemo, Quarter Share Ownership, Unit 448 Quarter IV. Whether seeking a weekend getaway or a seasonal retreat, Jackson Gore Inn offers the perfect blend of luxury, comfort, and convenience. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This 1 bedroom, 2 bathroom

Joseph Karl William Raveis Real Estate Vermont Properties

448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149
/15
$94,500
- Land
- 4.05 Acres
- $23,333 per Acre
00 Hillcrest Dr, Andover, VT 05143

Ready to Build in Southern Vermont!Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for

Daire Gibney Barrett and Valley Associates Inc.

00 Hillcrest Dr, Andover, VT 05143
/21
$55,000
- Land
- 1.52 Acres
- $36,184 per Acre
0 Remington Rd Unit 5049900, Chester, VT 05143

If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

Frank Provance Diamond Realty

0 Remington Rd Unit 5049900, Chester, VT 05143
/20
$85,000
- Land
- 1.82 Acres
- $46,703 per Acre
0 Remington Rd Unit 5049898, Chester, VT 05143

Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

Frank Provance Diamond Realty

0 Remington Rd Unit 5049898, Chester, VT 05143
/7
$15,000
- Land
- 1.10 Acres
- $13,636 per Acre
868 Maple Hill, Rochester, VT 05767

Welcome to Great Hawk Owner's Association! This is a 1.1 acre parcel ready for you to build an amazing vacation home or a full time residence. There are plenty of activities to keep you busy once you move in; whether you like to mountain bike on all of the local trails, enjoy a short drive to ski at Killington or Sugarbush, or recreate close to home on the Association's hiking and snowshoeing

Michael Brancoforte KW Vermont-Stowe

868 Maple Hill, Rochester, VT 05767
/23
$58,000
- Studio
- 1 Bath
- 390 Sq Ft
240 QIV Jackson Gore Inn Unit 240 QIV, Ludlow, VT 05149

Jackson Gore 240 Quarter IV studio condo on Okemo and there are 2 of this quarter available. Enjoy this fully furnished slopeside retreat with indoor access to the resort's pool, hot tubs, sauna, and steam room. Amenities also include the use of the Spring House fitness center that houses additional pools, hot tubs, a gym, a racketball court, and a classroom studio. Each owner also has use of

Kevin Barnes William Raveis Real Estate Vermont Properties

240 QIV Jackson Gore Inn Unit 240 QIV, Ludlow, VT 05149
/3
$72,500
- Land
- 2.00 Acres
- $36,250 per Acre
217 Winsor Dr, White River Junction, VT 05001

Great location to build your home with easy access to everything the Upper Valley has to enjoy. Recreation, Shopping, Dartmouth and VA Hospitals Dartmouth College and more. State appoved Septic desiign, power at the road, along with cable for internet and TV. Just bring your own home design and you are ready to get started on your dream home.

Richard Ballou RE/MAX Upper Valley

217 Winsor Dr, White River Junction, VT 05001
/17
$65,000
- Land
- 2.08 Acres
- $31,250 per Acre
00 Ellison Loop, Ludlow, VT 05149

Don’t miss this rare chance to own a beautiful 2.04-acre building lot ideally located on South Hill, at the corner of Ellison Loop and Ford Farm Road in scenic Ludlow, Vermont. Offering a combination of privacy and accessibility, this desirable parcel is tucked away just enough to feel secluded, yet it’s only five minutes from the Okemo Mountain Resort Base Lodge—making it the perfect spot for a

McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

00 Ellison Loop, Ludlow, VT 05149
/46
$52,000
- 1 Bath
- 390 Sq Ft
365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149

Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

Joseph Karl William Raveis Real Estate Vermont Properties

365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149
/26
$95,000
- Land
- 0.86 Acre
- $110,465 per Acre
00 Greeley Shunpike, Hartford, VT 05001

Discover .86± acres of prime land on Greeley Shunpike Rd in beautiful Quechee, VT. This is the last lot on a private, gently sloping, shared drive - nestled within the prestigious Quechee Lakes Landowners Association (QLLA). Enjoy full membership in The Quechee Club, offering access to 6,000+ acres of manicured greenways, two championship golf courses (Lakeland and Highland), indoor & outdoor

John Bassette Bassette Real Estate Group

00 Greeley Shunpike, Hartford, VT 05001
/23
$80,000
- Land
- 3.99 Acres
- $20,050 per Acre
00 Simonsville Rd, Andover, VT 05143

3.99 +/- acres in Andover close to year round recreation of surrounding towns. This lot was approved by Vt ww dept. in 2008 for a 4 bedroom home and has being updated with a new survey and a revised engineered plan with relocation of the proposed leach field is in process. Located along almost 1000' of the Williams River, after two major storm events, this lot has not lost much ground. A driveway

Geralyn Donohue Engel & Völkers Okemo

00 Simonsville Rd, Andover, VT 05143
/2
$80,000
- Land
- 1.01 Acres
- $79,208 per Acre
0 Lyman Batcheller Rd Unit 5048144, Hartford, VT 05001

Great parcel of land in the heart of the Quechee Lakes Community! Centrally located within short distance of walking trails, Quechee village and the Quechee Club. Come build your dream home and enjoy life in Quechee - Golf, Skiing, Tennis, Pools, Pickelball and so MUCH more!

Amy Redpath Coldwell Banker LIFESTYLES - Hanover

0 Lyman Batcheller Rd Unit 5048144, Hartford, VT 05001
/7
$69,500
- Land
- 1.96 Acres
- $35,459 per Acre
Lot 09-195-003 Winsor Dr, Hartford, VT 05001

Great location with easy access to everything the Upper Valley has to offer. Recreation, Shopping, Dartmouth Hospital, College, and more. State approved Septic design, power at the road, along with cable for internet and TV. Just bring your own home design and you are ready to get started on your dream home.

Richard Ballou RE/MAX Upper Valley

Lot 09-195-003 Winsor Dr, Hartford, VT 05001
/9
$99,000
- Land
- 3.80 Acres
- $26,053 per Acre
20,31,32 Pitt Rd, Stockbridge, VT 05722

Nestled in the Green Mountain National Forest, this 3-lot offering in the Timber Hawk community spans nearly 4 wooded acres with approx. 600 ft of frontage along Pit Road, bordering the scenic White River. This package offers a unique opportunity for homeowners, builders, or investors: build one private home or explore the potential to develop up to three single-family homes. Three individual

Tucker Adirondack Lange Vermont Real Estate Company

20,31,32 Pitt Rd, Stockbridge, VT 05722
/9
$49,000
- Land
- 1.70 Acres
- $28,824 per Acre
LOT #23 Westwind Rd, Stockbridge, VT 05772

Perched above the White River and a 5 minute walk to the Peavine Day Use Area river swim spot, this raw land is perfect to build your Vermont dream home. Enjoy breathtaking views and take in the Vermont countryside located in the Timber Hawk neighborhood.

Tucker Adirondack Lange Vermont Real Estate Company

LOT #23 Westwind Rd, Stockbridge, VT 05772
/10
$100,000
- Land
- 11 Acres
- $8,772 per Acre
459 Sugar Hill Rd, Bethel, VT 05032

11.4 private acres of land at the end of Sugar Hill Road. Mostly wooded and sloped with an active stream at the property roadside. A partially finished two-story building exists on the property waiting to be finished by a new owner with the potential use as a camp or starter home. The building was begun in 2011 and has a drilled well and a septic holding tank. A septic design is available. Much

Stan Butler Four Seasons Sotheby's Int'l Realty

459 Sugar Hill Rd, Bethel, VT 05032
/7
$35,000
- Land
- 1.71 Acres
- $20,468 per Acre
2-49 E Ash Rd, Plymouth, VT 05056

Looking for an ideal piece of land to build your forever home? If so, don't miss out on this stunning 1.71 acres of land with mountain views! Located on a quiet road this peaceful property offers tons of privacy and views of the VT mountains and the beautiful forestry all around you. Just a short drive off of the main road VT route 100 that takes you easily to all the surrounding attractions and

Daniel Preston KW Vermont Woodstock

2-49 E Ash Rd, Plymouth, VT 05056
/21
$15,000
- Land
- 1.05 Acres
- $14,286 per Acre
0 Vermont Route 100, Plymouth, VT 05056

Discover one of the most affordable ways to get into the Hawk Mountain Resort community. This parcel is located off scenic byway Route 100 and is only minutes to Okemo or Killington. There are 4 lakes all within a few minutes as well. Plenty of hiking, biking, boating, and fishing in the area. All plans and permits must be approved by the Hawk Architectural Review Board. No trailers, yurts, RV's

Kevin Barnes William Raveis Real Estate Vermont Properties

0 Vermont Route 100, Plymouth, VT 05056
/18
$50,000
- Land
- 2.07 Acres
- $24,155 per Acre
0 E Ash Rd, Plymouth, VT 05056

Welcome to Hawk East lot 2-20. This 2.07 acres lot is one of the closest lots to the Hawk Mountain Resort. There is a nice level area in the middle of the property that would make a nice building site. Easy access to Route 100 and only minutes to Okemo or Killington. There are 4 lakes all within a few minutes as well. Plenty of hiking, biking, boating, and fishing in the area. All plans and

Kevin Barnes William Raveis Real Estate Vermont Properties

0 E Ash Rd, Plymouth, VT 05056
/23
$55,500
- Studio
- 1 Bath
- 390 Sq Ft
240 QII Jackson Gore Inn Unit 240 QII, Ludlow, VT 05149

Jackson Gore 240 Quarter II studio condo on Okemo. This is one of the best values at Jackson Gore for a studio quarter-share condo. Enjoy this fully furnished slopeside retreat with indoor access to the resort's pool, hot tubs, sauna, and steam room. Amenities also include the use of the Spring House fitness center that houses additional pools, hot tubs, a gym, a racketball court, and a classroom

Kevin Barnes William Raveis Real Estate Vermont Properties

240 QII Jackson Gore Inn Unit 240 QII, Ludlow, VT 05149
/3
$15,000
- Land
- 1.39 Acres
- $10,791 per Acre
00 Salt Ash Rd, Plymouth, VT 05056

Escape to Serenity: Your Dream Vacant Land Awaits!Welcome to a slice of paradise where nature’s beauty meets boundless potential! Nestled in an excellent location, this 1.39-acre vacant land is your blank canvas, ready to become the sanctuary you’ve always envisioned. Imagine waking up surrounded by the whispers of nature, with the promise of stunning potential views waiting just beyond

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

00 Salt Ash Rd, Plymouth, VT 05056
/5
$80,000
- Land
- 4.30 Acres
- $18,605 per Acre
00 N Hill Rd, Andover, VT 05143

The first step in building your Vermont Dream home is finding the perfect piece of land. Look no further! Situated on quiet country road of North Hill this parcel offers great building site, quiet location, easy access to skiing at Vail/Okemo resort (only minutes away), VAST access, close to Weston village with the Vermont Country Store and the Weston Playhouse. Soil tests were conducted years

Lisa Kelley Cummings & Co

00 N Hill Rd, Andover, VT 05143
/7
$84,900
- Land
- 1.90 Acres
- $44,684 per Acre
276 Dutton District Rd, Springfield, VT 05156

Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

Chris Benoit Highland Realty

276 Dutton District Rd, Springfield, VT 05156
/27
$57,000
- Land
- 0.67 Acre
- $85,075 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I-91. This easy access building lot (Parcel #3) sits on a short private roadway with convenient hookups to town water and sewer. Power and internet is also at the street and easily available. Property is located on the school bus route and is a great location for families. Land is relatively flat and should be easy building. Good expansion

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/29
$55,000
- Land
- 0.56 Acre
- $98,214 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I-91. This perfect building lot (Parcel #2) sits on a short private roadway with convenient access to town water and sewer. Power and internet is at the street and easily available. Property is located on the school bus route and is a great location for families. The land is relatively flat and should be an easy building location. Good expansion

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/41
$98,000
- Land
- 1.23 Acres
- $79,675 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I91. These two separate and contiguous building lots sit on a small private road and have town water and sewer access on the edge of the property. Power is also on-site. This listing is for 1.23 acres that are divided into two separate buildable lots of Parcel #2 which is .56 acres (MLS #5036196), and Parcel #3 which is .67 acres (MLS #5036198).

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/21
$69,000
- Land
- 2.86 Acres
- $24,126 per Acre
58 Remington Rd, Chester, VT 05143

Building lot with driveway and culverts in place, lot has preliminary site work complete including level grass land area, electrical transformer and 100 amp electrical power plus VTel fiber internet on lot for your new Vermont home. Home must be a minimun of 1,800 square feet of finished living space. Wastewater design and permits in place. A 16' x 25' garage/shed on lot for storage while

John Napier TPW Real Estate

58 Remington Rd, Chester, VT 05143
/31
$66,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
274/276 Qtr I Jackson Gore Inn, Ludlow, VT 05149

A wonderful 1 bedroom, 2 bath with optional lockout opportunity at Jackson Gore! Sleeping 8, it is located on the 2nd floor with valley views and close to the Round House Restaurant. Features include 2 queen beds, a queen sleep sofa, a queen wall bed, full kitchen, a jetted bath tub, a gas fireplace and a deck. All Jackson Gore amenities including Spring House fitness center, indoor and outdoor

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

274/276 Qtr I Jackson Gore Inn, Ludlow, VT 05149
/4
$84,900
- Land
- 3.80 Acres
- $22,342 per Acre
14 Hartland Hill Rd, Hartland, VT 05048

Owner Will Consider Financing – Ask for Details!3.8 Acres of Wooded Serenity in Hartland, VTDiscover the perfect balance of privacy and convenience with this beautiful 3.8-acre wooded parcel tucked away in the quiet countryside of Hartland, Vermont. Set off the beaten path, this peaceful retreat offers a sense of seclusion while being just minutes from the vibrant communities of

Kris Pettee EXP Realty

14 Hartland Hill Rd, Hartland, VT 05048
/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
/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
/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
/16
$89,000
- Land
- 1.14 Acres
- $78,070 per Acre
1087 Pleasant Valley Rd, Springfield, VT 05156

Here's a revised, polished version with a touch more excitement:This ready-to-build lot is a dream come true! Complete with septic, power, a well, and stunning stone terraced walls, it’s all set for you to add the finishing touches. Whether you’re looking for a full-time residence or a private getaway, this property offers the ideal blend of seclusion and convenience on a well-maintained

Daire Gibney Barrett and Valley Associates Inc.

1087 Pleasant Valley Rd, Springfield, VT 05156

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.