Windsor County VT Homes under $300,000

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  /17

  $239,000

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft

  135 Wall St, Springfield, VT 05156

  Large, in town family home. Lots of room to spread out, 1st floor laundry, formal dining room, first floor bedroom, open second floor landing makes for a great space for a workspace, tv space or reading nook. All rooms are generous in size; large covered front porch makes for great place to hang out in rain or shine. Covered side entry into the home for convenience right off the driveway. Please

  

  Julie Buffum

  Buffum Realty

  (802) 613-9305

  135 Wall St, Springfield, VT 05156
• 

  

  

  /15

  $237,000

  • Land
  • 221 Acres
  • $1,072 per Acre

  0 New Boston Rd, Thetford, VT 05074

  IntroductionThe ownership is selling their property in two separate parcels, divided by the town line. The +/-60 acre Strafford parcel is well suited to future home development with paved town road frontage and roadside electric service. The +/-220 acre Thetford parcel is well suited to a camp or seasonal off-grid home development with beautiful local views.Both parcels have

  John Latham Fountains Land

  0 New Boston Rd, Thetford, VT 05074
• 

  

  

  /25

  $299,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  285 Woodhaven Dr Unit 7G, White River Junction, VT 05001

  Neat and clean Woodhaven condo! This well-maintained, owner-occupied unit features 2 bedrooms and 1.5 baths in a quiet location overlooking the woods from the living room and back deck.Special features include:- Newer appliances and Rinnai heaters- An updated kitchen with butcher block countertops and newer cabinets- Attic storage- A designated covered parking space with

  Nan Carroll Coldwell Banker LIFESTYLES - Hanover

  285 Woodhaven Dr Unit 7G, White River Junction, VT 05001
• 

  

  

  /24

  $295,000

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft

  37 Dee Haven, Sharon, VT 05065

  Looking to start your investment portfolio? This property is a great place to start. In a quiet Sharon cul-de-sac, this property has two 2-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. The lot includes 10.5 acres of land, majority of which abuts land owned by the Vermont Department of Fish & Wildlife, which connects to the White River.

  Devin Josler Black House Real Estate

  37 Dee Haven, Sharon, VT 05065
• 

  

  

  /25

  $240,000

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  168 South St, Springfield, VT 05156

  Enjoy easy one-level living in this ranch-style home, conveniently located just minutes from downtown, the plaza, and I-91. House is set on a level, fully fenced yard, perfect for dog owners. The property features apple and pear trees along with a variety of other mature plantings that create a private, inviting outdoor space. Inside, the main level offers three bedrooms and a full bathroom,

  Chelsea Richardson Barrett and Valley Associates Inc.

  168 South St, Springfield, VT 05156
• 

  

  /11

  $249,000

  • Land
  • 57.2 Acres
  • $4,353 per Acre

  0 Masterson Unit 5080891, Barnard, VT 05031

  Discover 57.2 acres of exceptional forestland offering the perfect blend of privacy and convenience—tucked away yet less than half a mile from Vermont Route 12. This property provides an ideal setting for a private home or recreational retreat, with easy access to Barnard Village and Interstate 89. The recently cleared build site sits in a wonderful location above, yet not too far from Masterson

  Sophie Roya Berry Hill Real Estate

  0 Masterson Unit 5080891, Barnard, VT 05031
• 

  

  /27

  $215,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  99 Depot St, Hartford, VT 05001

  Welcome to 99 Depot Street, Hartford, VT. This multifamily property presents a distinctive opportunity for both seasoned and novice investors eager to embark on a project with immense potential. Situated just minutes away from the amenities of the Upper Valley, this property is nestled in the village of Wilder, one of Hartford's five lively villages. While restoration work is needed to revive its

  Carter Auch BHHS Verani Upper Valley

  99 Depot St, Hartford, VT 05001
• 

  

  /13

  $229,000

  • Land
  • 4.1 Acres
  • $55,854 per Acre

  398 Valley View Rd, White River Junction, VT 05001

  Opportunity meets convenience on this versatile 4.10-acre property with both residential and commercial zoning, offering endless potential for your future plans. The lot includes an existing foundation along with utilities already in place, including power, spring well, and septic, giving buyers a valuable head start. Set adjacent to the highway for quick and easy access, the property enjoys

  Grayson VanHendrick Flex Realty

  398 Valley View Rd, White River Junction, VT 05001
• 

  

  /32

  $239,000

  • 1 Bed
  • 1 Bath
  • 856 Sq Ft

  42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091

  Amazing opportunity to own a property that is perfect as a full time home or a vacation get away, in the highly desired Heritage Condo community. The setting is serene in a low density area. This condo has had many updates and is ready for new owners to add their personal touch. The charming living room complete with wood floors , a stone accent wall and double glass doors leading to a private

  Carol Wood Williamson Group Sothebys Intl. Realty

  42 Heritage Condo Way Unit 23 D, Woodstock, VT 05091
• 

  

  /25

  $207,000

  • 3 Beds
  • 1,604 Sq Ft

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

  This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the property. This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain biking, hiking, cross-country skiing, snowshoeing, and

  Allison Griep BHHS Verani Upper Valley

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
• 

  

  /18

  $299,900

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

  105 Williams Ln Unit C, Quechee, VT 05059

  Adorable and well maintained 2 bedroom with loft and 1.5 bathroom condo located on top of the Quechee Ski Hill. Very short walk to the ski trail from your front door. The condo is fully furnished and "turn key". The owners only plan to take some small personal belongings and some artwork. Recent improvements include new gas fireplace, new stackable washer/dryer, new hot water heater and new bed

  Shane Vahey New England Real Estate Advisors, LLC

  105 Williams Ln Unit C, Quechee, VT 05059
• 

  

  /36

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,312 Sq Ft

  33 Pleasant Street Extension, Ludlow, VT 05149

  Located in the Village Of Ludlow this turn key ranch has been a great second home/investment for the current owner. Situated on the the outskirts of town with a classic neighborhood feel and the comfort of locals nearby. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Step into the recently renovated house to include windows,

  Frank Provance Diamond Realty

  33 Pleasant Street Extension, Ludlow, VT 05149
• 

  

  /16

  $252,000

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  205 Woodhaven Dr Unit 4, White River Junction, VT 05001

  Set in a centrally located neighborhood just minutes to Hanover, Lebanon, Dartmouth College, Dartmouth Health, I-91, shopping, dining, and recreation, this property offers exceptional accessibility while maintaining a peaceful residential feel.The main level features an airlock entry with closet, living area with a deck, an efficient kitchen, dining area, and a convenient half bath for

  Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  205 Woodhaven Dr Unit 4, White River Junction, VT 05001
• 

  

  /15

  $299,000

  • Land
  • 40 Acres
  • $7,475 per Acre

  00 Vermont 12, Barnard, VT 05031

  A perfect opportunity to build in this dramatic and private mountaintop location with long range views to the east and south. An excellent Barnard location in an area of estate properties. Being sold as 40 +/- acres with an additional 29 acres available. Road to building site in and septic soil tests will be performed after snow melt. Subdivision pending. A short drive to Woodstock and an even

  Stan Butler Four Seasons Sotheby's Int'l Realty

  00 Vermont 12, Barnard, VT 05031
• 

  

  /17

  $279,000

  • 5 Beds
  • 3 Baths
  • 1,812 Sq Ft

  2100 Baltimore Rd, Chester, VT 05143

  COUNTRY LIVING ON 4.97 ACRES, JUST 6 MILES TO SPRINGFIELD SHOPPING PLAZA. 9 ROOM HOME OFFERS GROUND FLOOR WITH APPLIANCED KITCHEN W/ DINING AREA, LIVING ROOM, SUNROOM, FULL BATH, FRONT BEDROOM, & ANOTHER BEDROOM W/ FULL BATH. THE SECOND FLOOR HAS 2 BEDROOMS PLUS ANOTHER BEDROOM W/ 3/4 BATH AND WALK-IN CLOSET. SEVCA RECENTLY INSULATED ENTIRE HOUSE AND ADDED A NEW FHA OIL FURNACE IN THE SUMMER OF

  Don Chabot Town and Country Realty

  2100 Baltimore Rd, Chester, VT 05143
• 

  

  /18

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  445 Old Quechee Rd Unit 10C, Hartford, VT 05001

  Welcome to this sun-filled Mill Run Unit 10C in Quechee Lakes. Enjoy beautiful field views from this bright and inviting condo featuring a spacious open floor plan with cathedral ceilings, a cozy wood-burning stove, and access to a private deck where you can relax, listen to the nearby stream, and take in the peaceful field views. The main level offers an updated, fully applianced kitchen along

  Heather Ashline BHHS Verani Upper Valley

  445 Old Quechee Rd Unit 10C, Hartford, VT 05001
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  /43

  $250,000

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft

  64 County Rd, North Springfield, VT 05150

  Enjoy the ease of single-level living in this 2008 single-wide home set on 2.5 peaceful Vermont acres. The open-concept kitchen and living area is filled with natural light, creating a warm and inviting atmosphere. Offering three bedrooms, one full bath, and a convenient laundry area. Recent improvements include new carpeting and fresh interior paint, making this home truly move-in ready. The

  Carol Slocum Keller Williams Realty Metro-Keene

  64 County Rd, North Springfield, VT 05150
• 

  

  /18

  $284,500

  • Land
  • 10.01 Acres
  • $28,422 per Acre

  713 S Hill Rd, Ludlow, VT 05149

  This is not your typical 10 acre parcel! The critical infrastructure elements: a new fully installed 5-bedroom septic system, a drilled well and underground electricity already on the property. Plus, there's a gravel driveway that makes accessing your future home a breeze. This 10 acre parcel is just waiting for your home plans. Approx. 3 miles from Ludlow's Main St. via a year round maintained

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

  713 S Hill Rd, Ludlow, VT 05149
• 

  

  /8

  $275,000

  • Land
  • 1.95 Acres
  • $141,026 per Acre

  3186 South Rd, Woodstock, VT 05091

  1.95 Acre lot minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. There is a large clearing, and a well-cared for 1973 mobile home on a concrete slab on the property. This lot has tremendous potential in a fantastic location. House is being sold As-is.

  Andrew Hubbell Vermont Real Estate Company

  3186 South Rd, Woodstock, VT 05091
• 

  

  /22

  $284,500

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  1299 Quechee Main St Unit 2E, Hartford, VT 05001

  Great end-unit condominium in Mill Run across from the Ottauquechee River, offering a bright, open floor plan with cathedral ceilings and a wood-burning stove. The first level features an updated, fully applianced kitchen with a breakfast bar and a half bath. A private deck provides outdoor space with seasonal river views. The lower level hosts two generously sized bedrooms, an updated full bath,

  Linda Hicks Quechee Lakes Real Estate Center

  1299 Quechee Main St Unit 2E, Hartford, VT 05001
• 

  

  /22

  $210,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  2095 Vermont Route 14, Sharon, VT 05065

  1995, 3 bedroom, 2 bath, double wide manufactured home situated on 1.6 acres with 450' of frontage along the White River. The land is open with plenty of room to garden, includes a large shed, and an enclosed porch overlooking the river and surrounding hills.

  Dean Goulet Dunrovin Real Estate

  2095 Vermont Route 14, Sharon, VT 05065
• 

  

  /17

  $229,000

  • Land
  • 11.8 Acres
  • $19,407 per Acre

  00 Wildlife Rd, Hartford, VT 05001

  All the things you’re looking for in a housesite: Mountain View of Killington all year, Mountain View of Ascutney seasonally with the potential for all year with some clearing, Sure-Pack driveway installed with a turn around large enough for a fire truck, fully surveyed, septic design and permit in place, cleared housesite, power poles brought to the site for easy electric and internet hookups,

  Franchesca Collins Hall Collins Real Estate Group

  00 Wildlife Rd, Hartford, VT 05001
• 

  

  /16

  $229,000

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  2404 Tarbell Hill Rd, Cavendish, VT 05142

  This new to the market home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 bedrooms, (town has 4 bedrooms, one is accessed by 2 other bedrooms or mudroom could be a bedroom for the count of 4) there is plenty of room for everyone. The living space on the first level is incredible with a

  Christine Lewis Brattleboro Area Realty

  2404 Tarbell Hill Rd, Cavendish, VT 05142
• 

  

  /20

  $249,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  574 Willard Rd Unit 4A, Quechee, VT 05059

  Experience the ultimate Vermont lifestyle in this stunning end-unit condominium, where modern elegance meets trailside serenity. This home offers a rare sense of privacy, featuring a spacious deck that wraps around the the condo, providing a front-row seat to the soothing sounds of the nearby brook and the quiet beauty of the surrounding woods. Inside, the residence is completely move-in ready

  Linda Hicks Quechee Lakes Real Estate Center

  574 Willard Rd Unit 4A, Quechee, VT 05059
• 

  

  /16

  $299,000

  • Land
  • 8.1 Acres
  • $36,914 per Acre

  0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059

  Discover the serene beauty of Vermont from this expansive 8.1-acre parcel along Fay Lane! The lot is located in the esteemed Quechee Lakes Landowners Association (QLLA). Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach, tennis and pickleball, indoor/outdoor pools, a fitness center, and a racquet sport complex. In winter, enjoy downhill

  Brooks Reavill

  0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
• 

  

  /18

  $259,900

  • 4 Beds
  • 1 Bath
  • 1,738 Sq Ft

  1009 Vermont 131, Weathersfield, VT 05156

  GREAT LOCATION - Check out this Circa 1840's Farmhouse with attached Garage and Shed on 3.98 acres with open meadows and woods. First floor features an Eat-In Kitchen, Full Bathroom, Laundry Room, Living Room, Bedroom and Den/Dining Room with Pellet Stove. Upstairs you'll find 4 Bedrooms that need some cosmetic work. Just 3/4 mile from Exit 8 for easy commute to Upper Valley and Short drive to

  Don Chabot Town and Country Realty

  1009 Vermont 131, Weathersfield, VT 05156
• 

  /2

  $221,000

  • Land
  • 8.52 Acres
  • $25,939 per Acre

  0 Barrister Dr Unit 3, Hartford, VT 05001

  In-town building lot opportunity! Don't miss this chance to build your single family home or possibly a multifamily project in the Barrister Drive area of Wider, VT. A nice 8.52 +/- acre in-town lot located at the end of Palmer Court or Barrister Drive. This property is adjacent to an additional 25 +/- acre Norwich, VT. lot that is also for sale at $159,000. and could possibly be used for an

  Alex DeFelice The Clerkin Agency, P.C.

  0 Barrister Dr Unit 3, Hartford, VT 05001
• 

  

  /17

  $250,000

  • Land
  • 3.06 Acres
  • $81,699 per Acre

  0 Burdock Ln Unit 5070352, Ludlow, VT 05149

  Welcome to an exceptional opportunity to create your ideal Vermont retreat in the highly sought-after Ludlow area — home to world-class skiing, pristine lakes, and year-round adventure. Lot #7 offers 3.06+/- acres a rare combination of natural beauty, privacy, and convenience, complete with underground power installed and a state-approved 4-bedroom wastewater permit. Bordering 488 acres of

  Heather Ashline BHHS Verani Upper Valley

  0 Burdock Ln Unit 5070352, Ludlow, VT 05149
• 

  

  /33

  $299,000

  • 2,702 Sq Ft

  41 Vt Route 103 S, Chester, VT 05143

  Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. There is good road frontage for plenty of parking. Consider the

  Glenn Olney Barrett and Valley Associates Inc.

  41 Vt Route 103 S, Chester, VT 05143
• 

  

  /14

  $289,000

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft

  106 Contro Rd, Chester, VT 05143

  Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided

  Christine Lewis Brattleboro Area Realty

  106 Contro Rd, Chester, VT 05143
• 

  

  /31

  $299,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  29 Markham Ln, Weston, VT 05161

  This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally

  Catherine Cairns Maple Leaf Realty

  29 Markham Ln, Weston, VT 05161
• 

  

  /9

  $249,000

  • 8 Beds
  • 4 Baths
  • 3,312 Sq Ft

  715 Giddings St, Springfield, VT 05150

  This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

  Thaddeus Abare Barrett and Valley Associates Inc.

  715 Giddings St, Springfield, VT 05150
• 

  

  /5

  $249,000

  • 4 Beds
  • 4 Baths
  • 2,767 Sq Ft

  3 Wall St, Springfield, VT 05156

  This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

  Thaddeus Abare Barrett and Valley Associates Inc.

  3 Wall St, Springfield, VT 05156
• 

  

  /3

  $220,000

  • Land
  • 50.45 Acres
  • $4,361 per Acre

  0 Missing Link Rd, Springfield, VT 05156

  Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

  Victoria Woods Brattleboro Area Realty

  0 Missing Link Rd, Springfield, VT 05156
• 

  

  /24

  $299,000

  • Land
  • 4.3 Acres
  • $69,535 per Acre

  00 Chateauguay Rd, Barnard, VT 05031

  A rare and beautiful parcel of land that is cleared, level and ready to be built upon with over 1200 feet of frontage along the North Branch of Locust Creek.Locust Creek runs year round with water falls and deep pools, not only pleasant to look at, but fun to play in.Site prep costs for a parcel like this will be considerably lower than wooded lots that require clearing and excavation.

  Stan Butler Four Seasons Sotheby's Int'l Realty

  00 Chateauguay Rd, Barnard, VT 05031
• 

  

  /8

  $225,000

  • Land
  • 15.4 Acres
  • $14,610 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Pristine Wooded Parcel with easy access from a small clearing off town-maintained Howe Hill Road in Sharon, Vermont. Lot 1 has 15.4 acres, a three-bedroom approved waste water permit with plenty of room for gardens, trails, or your private retreat. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for easy drive to Upper Valley

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
• 

  

  /8

  $250,000

  • Land
  • 22.9 Acres
  • $10,917 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water permit.

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
• 

  

  /14

  $215,000

  • Land
  • 22.29 Acres
  • $9,646 per Acre

  0 Jericho St Unit 5062382, Hartford, VT 05001

  Discover 22.29+/- acres on Jericho Street in Hartford, VT. This wooded parcel offers a peaceful mix of mature trees and natural beauty—perfect for building your dream home, creating your own private trail system, or simply enjoying the quiet serenity of the outdoors. Includes a recent topographic and boundary survey, providing valuable insight and a strong starting point for your future plans.

  Heather Ashline BHHS Verani Upper Valley

  0 Jericho St Unit 5062382, Hartford, VT 05001
• 

  

  /29

  $299,000

  • Land
  • 3.05 Acres
  • $98,033 per Acre

  5268 Willard Rd, Hartford, VT 05059

  A stunning long-range view at the top of Willard Road in Quechee Lakes is what distinguishes this 3-acre parcel from many others. Cleared over a decade ago, the view is still available to the east and south, making this one unique for its location. Steeper topography will necessitate some creativity in access and construction details, but the location and neighborhood support the effort. A great

  Richard Higgerson Higgerson & Company

  5268 Willard Rd, Hartford, VT 05059
• 

  

  /32

  $279,000

  • Land
  • 10.2 Acres
  • $27,353 per Acre

  00 Parker Ln, Weston, VT 05161

  Great 10.2 Acre Building Lot with state approved 5 bedroom septic! Ready to bring your vision to life - this property has already had the hard work done for you and features a large 4 acre newly created meadow with spring fed pond. Architectural renderings of a potential home design are available to help you imagine the possibilities. With southern exposure, views of the Green Mountains, and

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  00 Parker Ln, Weston, VT 05161

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