Jacksonville, VT homes for sale & real estate

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NEW CONSTRUCTION

442 McMillan Rd, Whitingham, VT 05361
442 McMillan Rd, Whitingham, VT 05361
442 McMillan Rd, Whitingham, VT 05361
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed. . The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake

$469,000

4 beds2 baths— sq ft

442 McMillan Rd, Whitingham, VT 05361

10.9 acre lot • Car-dependent

505 Smith Rd, Halifax, VT 05358
505 Smith Rd, Halifax, VT 05358
505 Smith Rd, Halifax, VT 05358
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Classic Cabin In The Woods! Wonderful Wilderness spot! Feeling of remoteness and SO close to Everything Vermont and Northwestern Mass have to offer. Built in 2006 Hewn from local timber. The open floor plan 20 x 20 Cabin has 2 sleeping lofts and amazingly endless potential. The drilled well is in, water lines are run and a three bedroom state approved septic system is installed. The cabin runs off grid right now, power has been run to only a few hundred feet away from the camp. You can bring that overhead or underground. This well-built cabin is fully insulated, plumbed, wired and ready for use. Enjoy it right now, make your finishing touches and expand as desired. Ready to be configured

$224,000

2 beds1 bath550 sq ft

505 Smith Rd, Halifax, VT 05358

14.35 acre lot • Car-dependent

597 Gates Pond Rd, Whitingham, VT 05342
597 Gates Pond Rd, Whitingham, VT 05342
597 Gates Pond Rd, Whitingham, VT 05342
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Classic Greek Revival Expanded in True New England Farmhouse Fashion w/ Studios, Timber-Frame Barn, Workshop, & Greenhouse on 3+ surveyed Acres. This 3-bed, 2-bath offers approximately 3,000 square feet of finished living space w/ flowing layout connecting a series of versatile spaces—all under one roof. From the original formal rooms of the farmhouse, step into a sequence of functional bonus rooms, a two-story timber-frame garage, and an expansive woodshop—offering flexibility for creative use, entertaining, multi-generational living, or additional finished space. Classic period features include exposed beams, wide-plank wood floors, 2-over-2 sash windows, built-ins, a cen

$349,000

3 beds2 baths2,910 sq ft

597 Gates Pond Rd, Whitingham, VT 05342

3.1 acre lot • Car-dependent

89 Gates Pond Rd, Whitingham, VT 05361
89 Gates Pond Rd, Whitingham, VT 05361
89 Gates Pond Rd, Whitingham, VT 05361
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
This rare multi-family home presents a unique investment opportunity, featuring four well-designed units. Nestled in the charming town of Jacksonville you're just 23 minutes from the exhilarating slopes of Mount Snow ski resort. The property offers two one-bedroom units on the first floor, alongside a spacious two-bedroom unit and a generous three-bedroom unit on the second floor. Enjoy the large wrap-around porch and separate entrances that give tenants both privacy and comfort. Each unit showcases high ceilings and abundant natural light, providing inviting living spaces with thoughtful floor plans. With ample parking and yard space, this property caters to both tenants and owner-occupant

$339,000

7 beds4 baths3,000 sq ft

89 Gates Pond Rd, Whitingham, VT 05361

0.27 acre lot • Car-dependent

178 Parsons Rd, Wilmington, VT 05363
178 Parsons Rd, Wilmington, VT 05363
178 Parsons Rd, Wilmington, VT 05363
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The home welcomes you with a classic covered front porch and a practical mudroom entry. Inside, the spacious kitchen flows into a flexible dining/den area, with a bright three-season sunroom just off the dining space—perfect for relaxing or entertaining. The main level also offers a cozy li

$265,000

4 beds1 bath1,612 sq ft

178 Parsons Rd, Wilmington, VT 05363

1.7 acre lot • 2 garage spots • Car-dependent

Property at 829 Pennel Hill Rd, Halifax, VT 05358, 3 beds, 3 baths

$520,000

3 beds3 baths2,040 sq ft

829 Pennel Hill Rd, Halifax, VT 05358

Property at 251 Phillips Hill Rd, Halifax, VT 05358

$139,000

— beds— baths— sq ft

251 Phillips Hill Rd, Halifax, VT 05358

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Nearby homes that match your criteria

52 Spruce Lake Ests, Wilmington, VT 05363
52 Spruce Lake Ests, Wilmington, VT 05363
52 Spruce Lake Ests, Wilmington, VT 05363
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
25 private acres with lake frontage, stunning lake & mountain scenery, and a beautifully maintained 3,300+ sq ft home w/ direct-entry 2-car garage. Located in private Spruce Lake Estates—close proximity to Mount Snow & Hermitage Club, State Parks, restaurants, shops and public transportation—this rare property offers 4-season living w/ space, privacy & frontage on a non-motorized lake w/ beach, swim platform & tennis on site. Thoughtfully designed to embrace its setting, the home offers lake & mountain views from all 3 finished levels and seamless indoor-outdoor flow. Main level features a vaulted great room w/ exposed beams, wood-burning fireplace,

$739,000

3 beds3.5 baths3,050 sq ft

52 Spruce Lake Ests, Wilmington, VT 05363

25 acre lot • 2 garage spots • Car-dependent

6036 Jacksonville Stage Rd, Halifax, VT 05358
6036 Jacksonville Stage Rd, Halifax, VT 05358
6036 Jacksonville Stage Rd, Halifax, VT 05358
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Welcome to a rare and breathtaking slice of Vermont. This expansive 216-acre farm offers a beautiful mix of open pastures, mature woodlands, fruit trees, berry bushes, and a small section of scenic wetlands – a true haven for nature lovers and outdoor enthusiasts seeking peace and space in every direction. Set along a quiet dirt road near the Massachusetts border, with the added convenience of being just minutes from Brattleboro and Wilmington, this property strikes the perfect balance between privacy and accessibility. While the existing structures are in need of restoration, they provide a foundation and a special opportunity to create a beautiful getaway, a comfortable year-round r

$995,000

5 beds1 bath1,224 sq ft

6036 Jacksonville Stage Rd, Halifax, VT 05358

216 acre lot • Car-dependent

233 Poverty Row, Whitingham, VT 05361
233 Poverty Row, Whitingham, VT 05361
233 Poverty Row, Whitingham, VT 05361
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful floors throughout, gorgeous chefs kitchen with breakfast far and pantry, spacious dining area, great natural light thanks to plenty of windows, a main floor primary suite with walk in closet, main floor den or office space, additional full guest bath, four separate upstairs rooms to do with as you

$699,000

3 beds4 baths3,796 sq ft

233 Poverty Row, Whitingham, VT 05361

2 acre lot • 2 garage spots • Car-dependent

594 Route 8a, Heath, MA 01339
594 Route 8a, Heath, MA 01339
594 Route 8a, Heath, MA 01339

$49,950

3 beds1 bath576 sq ft

594 Route 8a, Heath, MA 01339

1.8 acre lot • Car-dependent

679 Burrington Hill Rd, Whitingham, VT 05361
679 Burrington Hill Rd, Whitingham, VT 05361
679 Burrington Hill Rd, Whitingham, VT 05361
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Welcome to a truly one-of-a kind property-a modern Barndominium thoughtfully reimagined from its original barn like beginnings into a stunning architectural masterpiece. Designed by an award-winning architect and brought to life by a meticulous local builder, this home perfectly balances rustic charm with high-end sophistication. Expansive windows throughout invite in the natural beauty of the landscape, offering serene views of your private pond. The open concept main level is a flexible space that can accommodate a 25 foot camper or be transformed into additional living space. A fully equipped kitchen features a custom island and premium appliances, including Fisher & Paykel and Bos

$749,000

2 beds1.5 baths1,600 sq ft

679 Burrington Hill Rd, Whitingham, VT 05361

11.94 acre lot • Car-dependent

624 Boyd Hill Rd, Wilmington, VT 05363
624 Boyd Hill Rd, Wilmington, VT 05363
624 Boyd Hill Rd, Wilmington, VT 05363
ABOUT THIS HOME
Jacksonville, VT Homes for Sale
Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s kitchen outfitted with high-end appliances and plenty of space for preparing memorable meals. After a day on the mountain or by the water, cozy up around the wood-burning fireplace in the inviting living room, designed for après-ski lounging. With six generously size

$520,000

6 beds3.5 baths2,766 sq ft

624 Boyd Hill Rd, Wilmington, VT 05363

2 acre lot • Car-dependent

Property at 886 Brook Rd, Halifax, VT 05358, 3 beds, 2 baths

$375,000

3 beds2 baths1,556 sq ft

886 Brook Rd, Halifax, VT 05358

Property at 456 Poverty Row, Whitingham, VT 05361, 3 beds, 2.5 baths

$589,000

3 beds2.5 baths2,438 sq ft

456 Poverty Row, Whitingham, VT 05361

Property at 1845 Hatch School Rd, Halifax, VT 05358, 4 beds, 3.5 baths

$1,338,000

4 beds3.5 baths3,400 sq ft

1845 Hatch School Rd, Halifax, VT 05358

Property at 1917 Stowe Mountain Rd, Halifax, VT 05358, 4 beds, 3 baths

$1,200,000

4 beds3 baths3,358 sq ft

1917 Stowe Mountain Rd, Halifax, VT 05358

Property at 4 Ghastly Job Way Lot 4, Wilmington, VT 05363

$74,900

— beds— baths— sq ft

4 Ghastly Job Way Lot 4, Wilmington, VT 05363

Property at 0 Ed Clark Rd, Lot 61, Colrain, MA 01340

$60,000

— beds— baths— sq ft

0 Ed Clark Rd, Lot 61, Colrain, MA 01340

Property at 4 Old Mill Xing Lot 4, Wilmington, VT 05363

$774,000

— beds— baths— sq ft

4 Old Mill Xing Lot 4, Wilmington, VT 05363

Property at 3 Old Mill Xing Lot 3, Wilmington, VT 05363

$749,000

— beds— baths— sq ft

3 Old Mill Xing Lot 3, Wilmington, VT 05363

Property at 2 Old Mill Xing Lot 2, Wilmington, VT 05363

$749,000

— beds— baths— sq ft

2 Old Mill Xing Lot 2, Wilmington, VT 05363

Property at 5 Old Mill Xing Lot 5, Wilmington, VT 05363

$774,000

— beds— baths— sq ft

5 Old Mill Xing Lot 5, Wilmington, VT 05363

Property at 60 Stone Hill Rd, Rowe, MA 01367

$110,000

— beds— baths— sq ft

60 Stone Hill Rd, Rowe, MA 01367

Property at 4 Murdock Ln, Whitingham, VT 05361

$39,900

— beds— baths— sq ft

4 Murdock Ln, Whitingham, VT 05361

Average home prices near Jacksonville, VT

Cities

Putney homes for sale
$587,450
Hinsdale homes for sale
$262,450
Wilmington homes for sale
$450,000
Readsboro homes for sale
$285,000
Brattleboro homes for sale
$339,000
Stamford homes for sale
$275,000
Chimney Hill homes for sale
$499,000
West Brattleboro homes for sale
$334,500
Newfane homes for sale
$343,450

Zip Codes
Minor Civil Divisions

Jacksonville, VT real estate trends

$280K

Sale price

$166

Sale $/sq ft

Under list price

3.4%

Days on market

150

Down payment

—

Total homes sold

See more Jacksonville, VT market insights

More to explore in Jacksonville, VT

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Popular Markets in Vermont

Burlington homes for sale
$630,745
Stowe homes for sale
$899,000
Woodstock homes for sale
$987,500
Montpelier homes for sale
$459,000
Brattleboro homes for sale
$339,000
South Burlington homes for sale
$710,000
Shelburne homes for sale
$684,500
Waterbury homes for sale
$350,000
Manchester homes for sale
$1,247,500
Rutland homes for sale
$277,000
Ludlow homes for sale
$529,000
Bennington homes for sale
$272,000
Barre homes for sale
$285,000
Middlebury homes for sale
$675,000
Norwich homes for sale
$1,027,000

Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Wed Jul 30 2025 on the search page

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