Whitingham VT Real Estate & Homes for Sale

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Beds:
2
Baths:
1.00
Sq.Ft.:
1,300
Status:
NEW LISTING
MLS#:
5094879
Type:
Single Family
Lot size:
3.33 Acres
Year built:
2023
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

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 enjoyment. The interior is ready for your personal touch, with the opportunity to build a kitchen tailored to your lifestyle or utilize the thoughtfully designed kitchen plans already created by the builder. Enjoy the warmth and charm of chalet-style living, surrounded by the natural beauty of the area and endless outdoor activities throughout every season. Whether you're boating, fishing, hiking, snowmobiling, skiing, or simply relaxing in a peaceful setting, this property offers something for everyone. Being sold partially furnished, this move-in-ready retreat allows you to start enjoying Vermont living right away while adding your own finishing touches. A rare opportunity to own a newly constructed getaway with major infrastructure already in place and the flexibility to make it uniquely yours.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,048
Status:
Active
MLS#:
5093664
Type:
Single Family
Lot size:
5.3 Acres
Year built:
2003
Courtesy: Lamacchia Realty Inc.
View additional info

ADDITIONAL INFORMATION

Outstanding contemporary farmhouse set on 5.3 acres of private, level acres, offering the perfect blend of comfort, space, and functionality. This well-maintained home features an open-concept first floor with a spacious great room highlighted by a cathedral ceiling. The main level also includes one bedroom and full bath, along with a convenient mudroom and laundry room. The custom maple kitchen cabinets boast updated countertops, and the newer flooring runs throughout the first floor. The home's efficient Buderus boiler provides five heating zones for year-round comfort, with radiant heat running through the kitchen and bath for added comfort on those chilly mornings. The unfinished basement has separate rooms for potential finishing, along with a workspace for the handy or craftsperson. The oversized 30x30 two-car garage with loft provides exceptional storage space. A covered wraparound porch offers the perfect place to relax and enjoy the peaceful surroundings, and the open deck off the rear for sunny days to relax or entertain. Conveniently located near a local park with a ballfield and playground. We are just a short drive to wonderful Vermont skiing and many 4 season activities. Whitingham Dam is a quick drive for your boating pleasure. This is country living with easy access to community activities all on your own 5.3 acre parcel.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,596
Status:
Active
MLS#:
5091213
Type:
Single Family
Lot size:
1 Acres
Year built:
1968
Courtesy: Deerfield Valley Real Estate
View additional info

ADDITIONAL INFORMATION

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 expanded with two substantial additions, creating a flexible floor plan featuring a spacious main-level living room with a woodstove and a private primary bedroom or study above, plus a separate dining nook (good for expanding the kitchen). Enter through the welcoming kitchen and dining area, where oak flooring and a wood-burning fireplace create warmth and character. Glass patio doors fill the space with natural light and open to an expansive deck overlooking the lush gardensâ??an ideal setting for relaxing or entertaining. Located on a town-maintained gravel road, Chapel Hill Road is home to a mix of year-round residences and vacation getaways. Enjoy nearby Lake Sadawga for kayaking, canoeing, and fishing, or head to Lake Whitingham for swimming, sailing, waterskiing, and more. Conveniently located within easy driving distance of MASS MoCA.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
5090926
Type:
Single Family
Lot size:
4 Acres
Year built:
1994
Courtesy: Berkley & Veller Greenwood/Dover
View additional info

ADDITIONAL INFORMATION

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 bedroom, 2 guest bedrooms, and a half bath. There is a full unfinished basement with great storage space, laundry, and a full walkup staircase. A tremendous primary home or Vermont retreat.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,972
Status:
Active
MLS#:
5090460
Type:
Single Family
Lot size:
100 Acres
Year built:
1800
Courtesy: Berkley & Veller Greenwood/Dover
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ADDITIONAL INFORMATION

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 the East. The property could easily accommodate a beautiful new build, or else could be rehabbed into a working dairy or gentleman's farm, with privacy and access rare to find. The main house presently features 4 bedrooms, 1 bath, a large kitchen and dining area, den, and walk in pantry. There is an attached two story barn for storage, which leads into the recently built oversized 3 car garage with 12 foot doors, ideal for equipment or classic car storage. From this you can go to the 38x144 large dairy barn with stalls, horse paddocks, and hayloft, or the tremendous oversized dairy barn with 90 stanchions between the two barns, and main room upstairs, which could be converted into amazing space for those with vision. These are the best maintained functioning farm barns I have seen in 20 years. Add to that a full equipment shed, dairy processing area, approx 40 acres of pasture and fields, sugar house, pond, a network of trails, 60 acres of mature woodlands, and an idyllic home site at the crest of the upper field, and you have everything you could possibly want in a true Vermont farm property, with enjoyment and expansion potential for years to come. Recent updates include a new roof on the house, generator, and a full clean out. Don't sleep on this one of a kind opportunity. Property is in Current Use.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,576
Status:
Active
MLS#:
5090060
Type:
Single Family
Lot size:
5.2 Acres
Year built:
1990
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

NEW LOG HOME LISTING ON 5+ ACRES WITH BARN AND GARAGE!! OPEN HOUSE MONDAY, MAY 25th, 11am to 1pm This true log home offers 3 beds and 2 baths, a garage, and barns in a setting designed for year-round enjoyment. Offering just over five acres with open fields, meadows, mature gardens, stone walls and stone gardens, perennial plantings, outbuildings, and charm! Inside, hardwood and tile floors, high ceilings, stylish updates, and natural wood finishes create a warm, comfortable, and functional living environment. The kitchen features maple cabinetry, granite countertops, stainless steel appliances, a pretty view of the back yard, and an open-concept layout flowing into a spacious dining area. A wood-burning stove serves as a focal point in the living room, while a mudroom and full unfinished basement adds everyday convenience. Enjoy the covered front porch or additional outdoor dining and gathering space on the deck. Outside, the property includes rock gardens, specimen trees, perennial gardens, open land, and multiple outbuildings. The primary barn offers large box stalls, a tack room, and attached equipment storage, while an additional barn provides added utility and flexibility. An oversized two-car garage includes workshop space and a second-story area suitable for storage, hobby use, or workspace needs. Suitable for a variety of uses, including hobby farming, animal use, home business, recreational enjoyment, and primary or second-home ownership. Located in Southern Vermont with convenient access to lakes, skiing, hiking, snowmobiling, and four-season recreation.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
5089184
Type:
Single Family
Lot size:
3 Acres
Year built:
1986
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

OPEN HOUSE SUNDAY, MAY 17th, 11AM to 1PM Set on 3 peaceful acres near Lake Whitingham and Lake Sadawga, this spacious 4+ bedroom, 2.5 bath Colonial-style home offers a comfortable and versatile floor plan with room for everyone. Pull into your attached 2-car garage and enter through the mudroom with closets and storage for gear, or enter through the front formal entrance looking into the main living areas with high ceilings, wood floors, and great natural light.The comfortable living room with a wood stove flows into the open kitchen, which features a great workspace and a breakfast bar. The dining area accesses the new back deck overlooking the manicured lawn. Catch a glimpse of Harriman Reservoir from the deck and watch epic sunsets to the west over the lake and mountains. The family room for informal fun or media space is also located on the first floor.The second floor offers generously sized bedrooms, including a spacious primary suite with a full bath, along with three additional bedrooms and a 2nd large shared bathroom with double sinks. Laundry is conveniently located on the same level as the bedrooms for added everyday ease.The third floor adds even more flexibility with a bonus sleeping room and expansive overflow space ideal for recreation, office use, home gym, media room, hobbies, guests, or additional hangout space, depending on your needs.Outside, enjoy mature perennial gardens, stone walls, and usable lawn space in a peaceful setting on a paved dead-end road shared by only a few homes. A 1-year-old above-ground pool is included in the sale, a perfect summer setup to complement Vermontâ??s warm-weather season with boating ( boat launch just down the road), swimming, hiking, and recreation around lakes just moments away. Space, location, acreage, ample bedrooms and baths, garage, and well-maintainedâ?¦donâ??t miss it!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,696
Status:
Active
MLS#:
5086372
Type:
Single Family
Lot size:
0.6 Acres
Year built:
1850
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

Classic Jacksonville Village farmhouse filled with warmth, character, and thoughtfully curated spaces that feel straight out of a charming country inn. Exposed beams, high ceilings, wide-plank wood flooring with period details, built-ins, and inviting gathering spaces create an atmosphere that immediately feels comfortable, relaxed, and lived in the very best way. Kick off your shoes, curl up with a book, and enjoy the historic and classic charm this home offers both inside and out. The flexible floor plan includes 4 bedrooms and 2 baths, with the current owners utilizing both second-floor bedrooms as a primary wing and an expansive suite-style retreat. A separate guest wing offers two additional bedrooms, bonus space for overflow, and a full bath, creating privacy and versatility for guests, extended family, or work-from-home needs. Mudroom entry and full laundry add everyday practicality to the home's timeless appeal. Formal dining room, formal sitting room, and expansive great room with skylights. Outside, enjoy a covered farmerâ??s porch, fire pit area, mature perennial gardens, ample parking on .60 acres, and the peaceful sounds of the East Branch of the North River flowing through the heart of Jacksonville Village. A large powered shed/outbuilding offers excellent storage and workshop space, while also presenting exciting potential for use as an artist studio, hobby space, or flexible bonus area. Standing seam metal roof, drilled well, and public sewer add important modern infrastructure to the historical and charming features. Conveniently located to Mount Snow , the Deerfield Valley, downtown Wilmington, lakes, hiking, skiing, and year-round recreation in beautiful Southern Vermont. Only 15 minutes to Massachusetts and 25 minutes to Interstate 91 for an easy commute to work, home, or play.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
5076285
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1948
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

This cozy two bedroom, one bath cottage with vaulted wood ceilings is just steps away from Lake Whitingham! Enjoy a low maintenance get-away with an inviting living room and kitchen. This charming property offers the perfect escape for summer and winter enjoyment! The heart of the home is open and inviting where cold winter nights are made comfortable with an efficient propane heater. The simple, adjacent kitchen serves as a cohesive hub for gathering in the home. Each bedroom is secluded down a short hallway with washer & dryer hook ups and a designated laundry area. Both bedrooms have two windows for natural sunlight and ample storage with large closets. Imagine waking up to lake views and gorgeous foliage out the primary bedroom picture window! Step outside to the covered front porch, a perfect spot for morning coffee or unwinding after a day on the water! Outside, there is plenty of space to store your kayaks or boat trailer, in addition to two raised vegetable garden beds which have been lovingly utilized for many seasons prior. ATV, snowmobile, cross country ski trails and the popular Catamount Trail are all within 7 miles! This home is conveniently located on scenic Vermont Route 100 and less than 10 miles to Wilmington and less than 5 miles to Readsboro - come see what this home has to offer!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
5075630
Type:
Single Family
Lot size:
12.8 Acres
Year built:
1835
Courtesy: Deerfield Valley Real Estate
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ADDITIONAL INFORMATION

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 craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreatâ??ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the propertyâ??s timeless rural appeal.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,150
Status:
Active
MLS#:
5072025
Type:
Single Family
Lot size:
1.7 Acres
Year built:
1975
Courtesy: Bellville Realty
View additional info

ADDITIONAL INFORMATION

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..

Beds:
4
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
5061887
Type:
Single Family
Subdivision:
Pratt
Lot size:
4.7 Acres
Year built:
2004
Courtesy: BHG Masiello Brattleboro
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,840
Status:
Active
MLS#:
5058111
Type:
Single Family
Lot size:
1 Acres
Year built:
1988
Courtesy: Four Seasons Sotheby's Int'l Realty
View additional info

ADDITIONAL INFORMATION

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 full bath with a jetted soaking tub, tiled floors, and a glass-enclosed shower, along with a convenient utility room. Upstairs, abundant natural light fills the open-concept living area where the kitchen, dining, and living spaces flow seamlessly together. A cozy wood-burning fireplace creates the perfect gathering place after a day of skiing, hiking, snowmobiling, or exploring the surrounding lakes and trails. A second full bath on the main level adds convenience for both everyday living and entertaining guests. Step outside to enjoy multiple outdoor living spaces, including a sunny second-floor deck, covered patio, established perennial gardens, and a storage shed. The mostly open lot offers space to relax, entertain, and enjoy the peaceful surroundings. Ideally located just 8 minutes from Jacksonville Village, 10 minutes from Harriman Reservoir (Lake Whitingham), 8 minutes from Lake Sadawga, and 17 minutes from Wilmington, this property provides convenient access to some of Southern Vermont's most sought-after recreation destinations. Enjoy skiing at Mount Snow and Berkshire East, boating and fishing on nearby lakes, hiking the Catamount Trail, paddling the Deerfield River, and exploring the VAST snowmobile trail network. With high-speed fiber internet available and all furnishings included, this distinctive home offers the perfect combination of comfort, character, and year-round adventure. Whether you're seeking a mountain getaway, recreational base camp, investment opportunity, or full-time residence, this turnkey Vermont property is ready to enjoy from day one.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
5052510
Type:
Single Family
Lot size:
10.9 Acres
Year built:
2024
Courtesy: BHG Masiello Brattleboro
View additional info

ADDITIONAL INFORMATION

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 Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,796
Status:
Active
MLS#:
5047890
Type:
Single Family
Lot size:
2 Acres
Year built:
2015
Courtesy: Berkley & Veller Greenwood/Dover
View additional info

ADDITIONAL INFORMATION

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 see fit, and 2 full guest baths, all with tremendous space and closets, a finished sewing room in the full lower level and tons of extra storage or finishable space, central heat and air conditioning. Less obvious features include a high end septic system, quality construction and energy efficiency, an oversized two car garage, full covered front porch and back deck for entertaining, garden shed, and covered rear storage area. Enjoy the property year round thanks to a spacious level lawn, walking trails, nearby town field, and access to lakes, nearby snowmobile trails, country villages or ski resorts, still just a short drive to Mount Snow. Septic sized for 3 bedrooms full time use.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Whitingham Real Estate

Whitingham is located in Vermont. Whitingham, Vermont has a population of 1,586. Whitingham is more family-centric than the surrounding county with 21.13% of the households containing married families with children. The county average for households married with children is 20.95%.

The median household income in Whitingham, Vermont is $62,167. The median household income for the surrounding county is $59,195 compared to the national median of $69,021. The median age of people living in Whitingham is 40.5 years.

Whitingham Weather

The average high temperature in July is 77 degrees, with an average low temperature in January of 11.1 degrees. The average rainfall is approximately 53.3 inches per year, with 100.9 inches of snow per year.

Whitingham Map

Whitingham Real Estate Market Conditions

  • Median sales price

    $310,000
    19.1%
    change since last quarter
  • # Active listings

    19
    30-day change

Whitingham Schools and Demographics

Education near Whitingham, VT

City County
High School Graduates 89.52 93.68
College Degree - 2 year 3.09 6.48
College Degree - 4 year 33.96 40.85
Graduate Degree 6.83 13.17
Expenditures per Student 23,709 23,709
Students per Teacher 11.5 11.5

Elementary Schools near Whitingham, VT

Grades Students P/T Ratio ZIP
Halifax West School KG - 08 47 7.1 05358
Readsboro Elementary School PK - 08 58 8.2 05350
Twin Valley Elementary School PK - 05 216 9.6 05363

Middle Schools near Whitingham, VT

Grades Students P/T Ratio ZIP
Twin Valley Middle School 06 - 08 104 8.5 05342

High Schools near Whitingham, VT

Grades Students P/T Ratio ZIP
Twin Valley High School 09 - 12 154 8.3 05363

Demographics near Whitingham, VT

City County
Neighborhood Type Small Town
Population 1,586 45,811
Population Density 43 58
Median Age 40.5 47
People per Household 2.8 2.3
Median Household Income 62,167 59,195
Average Income per Capita 26,130 35,856

Real estate near Whitingham