11

Whitingham, VT Homes for Sale under $400,000

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  • /7

    $399,000

    • Land
    • 30 Acres
    • $13,300 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
  • /58

    $329,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1192 Chapel Hill Rd, Whitingham, VT 05361

    Discover the perfect Vermont four-season retreat in this architecturally unique round home, set on a picturesque 1-acre corner lot in Southern Vermont. Offered fully furnished and move-in ready, this 1,840-square-foot, 3-bedroom, 2-full-bath property is ideal as a year-round residence, vacation home, or turnkey getaway. The welcoming lower level features three comfortable bedrooms, a spacious

    Cliff Leinonen Four Seasons Sotheby's Int'l Realty

    1192 Chapel Hill Rd, Whitingham, VT 05361
  • /17

    $299,000

    $14K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    2448 Burrington Hill Rd, Whitingham, VT 05361

    Charming cottage just up from the MA border in Whitingham Vermont. This lovely home sits on a 4 acre parcel with great lawn space, easy paved road access, and a pastoral setting with adjacent nearby farmland and large parcels. The home has been well maintained and features an open kitchen, dining, and living space on the main floor, with full bath. The second story features a large primary

    Michael Purcell Berkley & Veller Greenwood/Dover

    2448 Burrington Hill Rd, Whitingham, VT 05361
  • /17

    $115,000

    • Land
    • 4 Acres
    • $28,750 per Acre

    00 S Ryder Pond Rd, Whitingham, VT 05361

    Discover the perfect setting for your Vermont getaway or future home on this beautiful 4-acre lot located at the end of a quiet dead-end road with direct access to a private pond. The gently sloping, wooded landscape offers privacy, natural beauty, and an ideal mix of mature trees and usable terrain for your vision. A Vermont wastewater permit is already in place, making it even easier to start

    Patrice Schneider Southern Vermont Realty Group

    00 S Ryder Pond Rd, Whitingham, VT 05361
  • /26

    $299,000

    New Construction $41K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    333 Poverty Row, Whitingham, VT 05361

    Escape to the beauty of Southern Vermont with this newly built chalet, offering comfort, flexibility, and year-round recreation. Situated just minutes from Lake Sadawga and Town Hill Park, this property is ideal as a full-time residence, vacation home, or investment getaway.The well and septic system were installed in Spring 2026, providing peace of mind and a strong foundation for future

    Kristen Breeden Southern Vermont Realty Group

    333 Poverty Row, Whitingham, VT 05361
  • /56

    $349,000

    $31K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    1033 Burrington Hill Rd, Whitingham, VT 05361

    Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's

    Monique White Deerfield Valley Real Estate

    1033 Burrington Hill Rd, Whitingham, VT 05361
  • /7

    $279,000

    • Land
    • 45 Acres
    • $6,200 per Acre

    Lot 0 Saddada Rd, Whitingham, VT 05361

    Lovely pastoral parcel of land in Whitingham Vermont with mountain views. This parcel sits conveniently on the MA border for easy access into the Deerfield Valley or Heath area. The 45 acre parcel is about half pasture and half mature woodlands, with easy access of the quiet country road, old stone walls, views of the mountains to the west, and a serene setting.

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 0 Saddada Rd, Whitingham, VT 05361
  • /23

    $189,000

    • Land
    • 3.6 Acres
    • $52,500 per Acre

    00 Lake Hill Rd, Whitingham, VT 05361

    Rare opportunity to own the “Spring Lot,” a beautiful 3.6-acre building site overlooking private Laurel Lake in Southern Vermont. This peaceful 17-acre lake is reserved exclusively for landowners—no motorboats allowed—perfect for kayaking, canoeing, fishing, and swimming, with the ability to add your own private dock. With preliminary soil testing & septic design showing positive results,

    Chad Lackey Deerfield Valley Real Estate

    00 Lake Hill Rd, Whitingham, VT 05361
  • /12

    $349,000

    New Construction $120K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,700 Sq Ft

    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 levels.

    Mark Yule BHG Masiello Brattleboro

    442 Mcmillan Rd, Whitingham, VT 05342
  • /3

    $275,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    2173 Vermont 8a, Whitingham, VT 05361

    4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October.

    Mark Yule BHG Masiello Brattleboro

    2173 Vermont 8a, Whitingham, VT 05361
  • /2

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    292 Deer Hill Rd, Whitingham, VT 05361

    Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

    Susan Bellville Bellville Realty

    292 Deer Hill Rd, Whitingham, VT 05361

Home Price Trends

Median Sale Price
$424,500
Median Single Family Sale Price
$349,000
Median 2 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
10
Last 12 months Home Sales
10
Months of Supply
12.00
Median List Price
$439,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
16%
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