MLS Listings for Sale in Jacksonville, VT

13 homes

Sort:

Recommended

VIDEO TOUR

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
Set on 3.56 acres, this beautifully crafted Vermont home offers the perfect blend of natural beauty, modern amenities, and four season recreation. The property features a thriving fruit orchard with apple, peach, and plum trees, along with raspberries, black raspberries, and blueberries, plus thoughtfully landscaped gardens and open lawn areas for outdoor fun. The main living space showcases a cathedral ceiling great room with expansive windows, filling the home with natural light and framing the surrounding forest views. A stone fireplace anchors the open concept layout that includes a warm, inviting kitchen with granite counters, stainless appliances, and natural wood cabinetry, flowing i

$699,000

3 beds3.5 baths3,230 sq ft

17 Scoot Cir, Wilmington, VT 04360

Custom built bar • Fruit orchard • Second fireplace

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
Historic hillside farm situated along the North River valley just a few miles into VT from MA on 31 acres of land. Approx. 5 acres of open sloping pasture most recently used as a sheep farm. The house is circa 1860 and has good bones and updated systems including a new drilled well, on demand HW, propane backup generator and other modern improvements. The interior of the home is in need of restoration. The 24' X 24' 2.5 story post and beam barn is in good shape with a new metal roof and has an office area that was added that has heat and AC. The large old sugar house was converted to a barn for animals and is situated in the pasture. The open land is sloping and steep in spots but does have

$249,000

2 beds1 bath1,155 sq ft

4668 VT Route 112, Halifax, VT 05358

On demand hw • Open sloping pasture • Post and beam barn

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
PUBLIC OPEN HOUSE MONDAY 10/13/25 from 10am to 12pm. If you have seen this property before, its time for another look-you won't believe the transformation! New roof. Vacant and ready to move! True New England Farmhouse with Timber-Frame Barn, Workshop, 3+ surveyed Acres. This 3-bed, 2-bath offers 3,500+/- square feet w/ flowing floor plan connecting a series of versatile spaces—all under one roof. From the original formal rooms of the farmhouse with hardwood floors, 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.

$315,000

3 beds2 baths2,910 sq ft

597 Gates Pond Rd, Jacksonville, VT 05342

Timber-frame barn • Screened porch • Workshop

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
1860's Colonial/Farmhouse situated on nearly 37 acres of gorgeous land. This location, exposure, access and overall site characteristics is truly one of a kind. Ultimate privacy due to the town-maintained road (Karen Day Road) running from Larrabee Road all the way to the house and compound with no other houses along the road or in sight whatsoever. The land is remarkable with level open fields, an apple orchard (very popular to the deer and other animals that call this place home), endless gardening opportunities, mature forest and true due south exposure. It is one of those places that most of us dream of with its overwhelming peace and tranquility. It is simply a very relaxing and quiet

$579,000

4 beds1 bath1,560 sq ft

104 Karen Day Rd, Halifax, VT 05358

Due south exposure • 37 acres • Attached workshop

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level, where you’ll find three restful bedrooms and a spacious bathroom featuring a jetted tub, tiled floors, and a glass-enclosed shower—perfect for unwinding after a day in the mountains. Head upstairs to the main level and enjoy the wide-open floor plan, where the kitchen, dining area, and

$359,000

3 beds2 baths1,840 sq ft

1192 Chapel Hill Rd, Whitingham, VT 05361

Wide open floor plan • 1 acre lot • Jetted tub

Property at 1587 Upper Holbrook Rd, Whitingham, VT 05361, 3 beds, 2.5 baths

$445,000

3 beds2.5 baths2,872 sq ft

1587 Upper Holbrook Rd, Whitingham, VT 05361

Property at 2173 Route 8A, Whitingham, VT 05361, 4 beds, 2 baths

$275,000

4 beds2 baths2,000 sq ft

2173 Route 8A, Whitingham, VT 05361

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 178 Parsons Rd, Wilmington, VT 05363, 4 beds, 1 bath

$265,000

4 beds1 bath1,612 sq ft

178 Parsons Rd, Wilmington, VT 05363

Property at 89 Gates Pond Rd, Whitingham, VT 05361, 7 beds, 4 baths

$339,000

7 beds4 baths3,000 sq ft

89 Gates Pond Rd, Whitingham, VT 05361

Property at 1154 VT Route 8A, Whitingham, VT 05361

$85,000

— beds— baths— sq ft

1154 VT Route 8A, Whitingham, VT 05361

Property at 00 Lake Hill Rd Unit "Spring Lot", Whitingham, VT 05361

$199,000

— beds— baths— sq ft

00 Lake Hill Rd Unit "Spring Lot", Whitingham, VT 05361

Property at 251 Phillips Hill Rd, Halifax, VT 05358

$139,000

— beds— baths— sq ft

251 Phillips Hill Rd, Halifax, VT 05358

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

$525,000

3 beds2.5 baths2,516 sq ft

166 Taylor Ln, Whitingham, VT 05361

2.6 acre lot • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the open-concept floor plan features a cozy living area with a pellet stove and a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, a full bath with laundry, and a spacious mudroom. Upstairs are two additional bedrooms and a second bath, providing comfor

$499,000

3 beds2 baths1,920 sq ft

216 Ghastly Job Way, Wilmington, VT 05363

7.1 acre lot • Garage • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or destination business. The custom log home showcases vaulted ceilings, radiant in-floor heating, hardwood and stone flooring, and imported Italian tile. A chef’s kitchen and expansive 800’ wraparound deck offer the perfect space to entertain while enjoying stunning 360-degree mountain, v

$5,900,000

4 beds5 baths16,736 sq ft

1950 Collins Rd, Brattleboro, VT 05358

177.4 acre lot • 8 garage spots • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
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

ABOUT THIS HOME
MLS Listings for Sale in Jacksonville, VT
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

$39,950

3 beds1 bath576 sq ft

594 Route 8a, Charlemont, MA 01339

1.8 acre lot • Car-dependent

Property at 624 Boyd Hill Rd, Wilmington, VT 05363, 6 beds, 3.5 baths

$466,000

6 beds3.5 baths2,766 sq ft

624 Boyd Hill Rd, Wilmington, VT 05363

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

$1,150,000

4 beds3 baths3,358 sq ft

1917 Stowe Mountain Rd, Halifax, VT 05358

Property at 491 Whitneyville Rd, Halifax, VT 05358

$185,000

— beds— baths— sq ft

491 Whitneyville Rd, Halifax, VT 05358

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

$69,000

— beds— baths— sq ft

4 Ghastly Job Way Lot 4, Marlboro, 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

$99,900

— 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

MLS Listings for Sale in Jacksonville

There are currently 13 mls listings for sale in Jacksonville at a median listing price of $327K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jacksonville stay on the market for 137 days. This map is refreshed with the newest listings in Jacksonville every 15 minutes.

In the past month, 1 home has been sold in Jacksonville. In addition to houses in Jacksonville, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Jacksonville last month. Find your dream home in Jacksonville using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Jacksonville are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jacksonville. Our Jacksonville real estate stats and trends will give you more information about home buying and selling trends in Jacksonville. If you're looking to sell your home in the Jacksonville area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jacksonville with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Jacksonville, VT

Nearby Cities

Zip Codes

Nearby Cities with MLS Listings

More to explore in Jacksonville, VT

Featured
Bedroom

How to buy a house in Jacksonville, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Vermont

Burlington homes for sale
$549,995
Stowe homes for sale
$1,175,000
Woodstock homes for sale
$1,195,000
Montpelier homes for sale
$384,250
Brattleboro homes for sale
$375,000
South Burlington homes for sale
$630,000
Shelburne homes for sale
$569,900
Waterbury homes for sale
$422,000
Rutland homes for sale
$276,500
Manchester homes for sale
$1,295,000
Ludlow homes for sale
$582,000
Barre homes for sale
$279,000
Middlebury homes for sale
$482,500
Bennington homes for sale
$249,450
Norwich homes for sale
$1,365,000

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 Nov 12 2025 on the search page

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.