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Newest Homes for Sale in Whitingham, VT

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  • /30

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,596 Sq Ft

    985 Chapel Hill Rd, Whitingham, VT 05361

    This charming chalet on one acre is surrounded by enchanting gardens, with a peaceful stream providing a soothing natural backdrop. Over the years, the seller has lovingly planted thousands of daffodils and day lilies, along with a beautiful mix of perennials, annuals, flowering shrubs, and potted plants that line the walkways, gazebo, and hillside below the home. The original chalet has been

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

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

    $312,900

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    2248 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

    2248 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
  • /42

    $1,150,000

    • 4 Beds
    • 1 Bath
    • 1,972 Sq Ft

    2245 Burrington Hill Rd, Whitingham, VT 05361

    Lovely 1800s vintage dairy farm on 100+ acres in the heart of Whitingham Vermont, just a short driving to nearby country villages, lakes, skiing, and more. Conveniently just over the MA border sits this amazing property which has been in the same family for 2 generations. Nestled on the crest of rolling pasture, you are treated to long range three state mountain views including Mount Monadnock to

    Michael Purcell Berkley & Veller Greenwood/Dover

    2245 Burrington Hill Rd, Whitingham, VT 05361
  • /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
  • /27

    $530,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    1160 Fowler Rd, Whitingham, VT 05361

    Nestled in the scenic beauty of Whitingham, Vermont, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, craftsmanship, and year-round enjoyment. Step inside to discover a bright, open living space highlighted by stunning vaulted ceilings that create an airy, welcoming feel.The home features a finished basement complete with a spacious game room—ideal for entertaining,

    Kristen Breeden Southern Vermont Realty Group

    1160 Fowler Rd, Whitingham, VT 05361
  • /12

    $125,000

    • Land
    • 2 Acres
    • $62,500 per Acre

    70 Deer Hill Dr, Whitingham, VT 05361

    This beautiful 2-acre parcel offers a gently sloping, mostly level landscape with partial clearing already completed—making it an ideal setting for your future home or getaway. The property is well-prepared for development, featuring a drilled well, available septic plans, and an installed electric pedestal for easy utility access. Conveniently located just 15 miles from Mount Snow, this lot

    Kelly Agrillo Southern Vermont Realty Group

    70 Deer Hill Dr, 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
  • /47

    $380,000

    • 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
  • /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
  • /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
  • /58

    $349,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1192 Chapel Hill Rd, Whitingham, VT 05361

    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,

    Cliff Leinonen Four Seasons Sotheby's Int'l Realty

    1192 Chapel 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
  • /34

    $699,000

    • 3 Beds
    • 4 Baths
    • 3,796 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

Frequently Asked Questions

What is the average home price in Whitingham, VT?
Homes for sale in Whitingham, VT have an average home price of $470,695.
How many homes have sold over the last 12 months in Whitingham, VT?
12 homes have sold in Whitingham, VT over the last 12 months.
What are the most popular zip codes in Whitingham, VT?
The most popular zip codes in Whitingham, VT include 05361, 05342, 05350, 01340 and 01367.
How much do you need to make to afford a house in Whitingham?
The median home price in Whitingham is $457,499. If you put a 20% down payment of $91,500 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $2,320 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $99K a year to afford the median home price in Whitingham. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Whitingham, VT?
Whitingham, VT has highly rated public and private schools. Some of the best schools in Whitingham based on Niche Grades are Halifax West School, Rowe Elementary School and Twin Valley Elementary School. Browse all the schools in Whitingham, VT to learn more.

Home Trends in Whitingham, VT

Housing Trends

Median Sale Price
$439,749
Median Single Family Sale Price
$400,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
10
Last 12 months Home Sales
12
Months of Supply
10.00
Median List Price
$457,499
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
20%
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