Whitingham Homes for Sale

/44
$400,000
- 2 Beds
- 3 Baths
- 1,696 Sq Ft
399 Laurel Lake Rd, Jacksonville, VT 05342

Turnkey 2-Bedroom Home with Lake Access & Extra Garage – Laurel Lake Living! Welcome to this meticulously maintained 2-bedroom, 3-bathroom home, offering turnkey convenience and year-round comfort just steps from beautiful Laurel Lake. Boasting an open and inviting floor plan, this home features a spacious living area with a cozy pellet stove for energy-efficient warmth, perfect for chilly

Claire Renaud Berkley & Veller Greenwood Country

399 Laurel Lake Rd, Jacksonville, VT 05342
/55
$349,000
- 3 Beds
- 2 Baths
- 2,910 Sq Ft
597 Gates Pond Rd, Jacksonville, VT 05342

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

Jacki Murano Southern Vermont Realty Group

597 Gates Pond Rd, Jacksonville, VT 05342
/34
$699,000
- 3 Beds
- 4 Baths
- 3,596 Sq Ft
233 Poverty Row, Whitingham, VT 05361

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

Adam Palmiter Berkley & Veller Greenwood/Dover

233 Poverty Row, Whitingham, VT 05361
/7
$499,000
- Land
- 30 Acres
- $16,633 per Acre
Lot X Tyanoga Rd, Whitingham, VT 05361

Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and

Adam Palmiter Berkley & Veller Greenwood/Dover

Lot X Tyanoga Rd, Whitingham, VT 05361
/45
$749,000
- 2 Beds
- 1.5 Baths
- 1,600 Sq Ft
679 Burrington Hill Rd, Whitingham, VT 05361

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

Monica Sumner BHG Masiello Brattleboro

679 Burrington Hill Rd, Whitingham, VT 05361
/50
$339,000
- 7 Beds
- 4 Baths
- 3,000 Sq Ft
89 Gates Pond Rd, Whitingham, VT 05342

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

Monique White Deerfield Valley Real Estate

89 Gates Pond Rd, Whitingham, VT 05342
/55
$589,000
- 3 Beds
- 2.5 Baths
- 2,438 Sq Ft
456 Poverty Row, Whitingham, VT 05361

Lovely country setting on Poverty Row, a road name steeped in history, this builder’s home showcases quality craftsmanship and thoughtful design throughout. Set on 2.66 beautifully manicured acres with wild blueberry bushes and apple trees. Located on a paved public road, this property is less than five minutes from Lake Sadawga and Harriman Reservoir—perfect for boating, kayaking, and swimming.

Erica Reynolds Southern Vermont Realty Group

456 Poverty Row, Whitingham, VT 05361
/17
$39,900
- Land
- 6 Acres
- $7,049 per Acre
4 Murdock Ln, Whitingham, VT 05361

Build your dream home on this surveyed 5.66 acre lot with deeded rights to Ryder Pond! A great location for primary or vacation living, situated between down town Wilmington VT and Greenfield MA with easy access to scenic Rt 100. Lakes, ski resorts and out door recreation abound with Mount Snow Resort, Lake Whitingham, Lake Sadawga, Lake Raponda and Molly Stark State Park all close by. To stick

Jacki Murano Southern Vermont Realty Group

4 Murdock Ln, Whitingham, VT 05361
/12
$469,000 New Construction
- 4 Beds
- 2 Baths
442 Mcmillan Rd, Whitingham, VT 05342

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

Mark Yule BHG Masiello Brattleboro

442 Mcmillan Rd, Whitingham, VT 05342

Vermont Windham County Whitingham Whitingham

Frequently Asked Questions Why Live in Whitingham

Is Whitingham a good place to live?

Whitingham is a good place to live. Whitingham is considered very car-dependent and somewhat bikeable. Whitingham is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. It has a median age of 47. The average household income is $80,015 which is below the national average. College graduates make up 33.5% of residents. A majority of residents in Whitingham are home owners, with 17.9% of residents renting and 82.1% of residents owning their home. A local real estate agent serving Whitingham can help you decide if this neighborhood is the right one for you. Learn more on our Whitingham neighborhood guide.

Is Whitingham, VT a safe neighborhood?

Whitingham, VT is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

What are the best public schools in Whitingham?

The best public schools that serve Whitingham are:

Twin Valley Elementary School has a B+ Niche grade and a student teacher ratio of 11:1.
Twin Valley Middle High School has a C Niche grade, a student teacher ratio of 9:1 and an average review score of 2.9.

What are the most popular zip codes in Whitingham, Whitingham, VT?

The most popular zip codes in Whitingham, Whitingham, VT include 05361, 05342, 01367, 05350 and 05301.

What are the most popular neighborhoods near Whitingham, Whitingham, VT?

The most popular neighborhoods near Whitingham, Whitingham, VT are Rowe, Heath, Monroe, Colrain and Hawley.

Learn more about living in Whitingham

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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.