Whitingham, VT homes for sale & real estate

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ABOUT THIS HOME
Whitingham, VT Homes for Sale
Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is truly move-in ready. Enter through a spacious mudroom with a convenient back opening for bringing in firewood for the cozy wood stove in the living room. The open-concept kitchen and dining area provide plenty of room for entertaining, while a den/game room just off the living room with a bar area (4X8) offers extra space to gather. A half bath is also located on the main level. Upstairs, the loft makes a great office, reading nook, or playroom. The lower level features a primary suite with a ¾ bath, two additional bedrooms, another ¾ bath, laundry, and a utility room. Step outside to the ba

$465,000

3 beds2.5 baths2,872 sq ft

1587 Upper Holbrook Rd, Whitingham, VT 05361

Open-concept kitchen • Spacious mudroom • Back deck

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Step back in time with this 1865 home, currently used as a two-family residence, which could easily be restored to its original layout. The ceiling beams have been exposed, allowing you to keep their rustic charm or cover them for a more traditional look. The attached barn would be ideal for a studio, workshop, or bonus room, offering numerous options to suit your needs. Many projects are left to be completed to make it your own with the potential to create a truly special property. Set in a convenient location close to skiing, boating, hiking, and endless outdoor activities, this property offers the chance to create your dream retreat in Vermont. Cash, a construction loan, or other renovat

$148,500

3 beds2 baths2,098 sq ft

843 Kentfield Rd, Whitingham, VT 05361

Two-family residence • Attached barn • Convenient location

ABOUT THIS HOME
Whitingham, VT Homes for Sale
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 rooms, a two-story timber-frame garage, and an expansive woodshop—offering flexibility for creative use, entertaining, multi-generational living, or additional finished space. Classic period features include exposed beams, wide-plank wood floors, 2-over-2 sash windows, built-ins, a cen

$329,000

3 beds2 baths2,910 sq ft

597 Gates Pond Rd, Jacksonville, VT 05342

Timber-frame barn • Screened porch • Workshop

ABOUT THIS HOME
Whitingham, VT Homes for Sale
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

$375,000

3 beds2 baths1,840 sq ft

1192 Chapel Hill Rd, Whitingham, VT 05361

Wide open floor plan • 1 acre lot • Jetted tub

3D & VIDEO TOUR

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Open House Saturday September 13, noon to 2:00 - Tucked away on a quiet, town-maintained dead end road this Vermont country homestead offers the perfect blend of charm, privacy, and practicality. Set on 34+ acres, this property has woodlands, pasture and hay fields that have supported a working farm with livestock for the past 5 years. This property is well suited for those seeking a working homestead or a recreational retreat. The four-bedroom home, with all new windows and siding, is warm and welcoming, with an open floor plan anchored by a dramatic three-sided fireplace and woodstove in the living room. A wraparound deck and fenced yard extend the living space outdoors, ideal for a gathe

$570,000

4 beds2 baths1,937 sq ft

149 Dix Ln, Whitingham, VT 05361

Working farm • Fenced yard • Open loft area

Property at 871 Streeter Hill Rd, Whitingham, VT 05342, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths1,456 sq ft

871 Streeter Hill Rd, Whitingham, VT 05342

Property at 442 McMillan Rd, Whitingham, VT 05361, 4 beds, 2 baths

$425,000

4 beds2 baths— sq ft

442 McMillan Rd, Whitingham, VT 05361

Property at 233 Poverty Row, Whitingham, VT 05361, 3 beds, 4 baths

$699,000

3 beds4 baths3,796 sq ft

233 Poverty Row, Whitingham, VT 05361

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 456 Poverty Row, Whitingham, VT 05361, 3 beds, 2.5 baths

$589,000

3 beds2.5 baths2,438 sq ft

456 Poverty Row, Whitingham, VT 05361

Property at X Tyanoga Rd Lot X, Whitingham, VT 05361

$499,000

— beds— baths— sq ft

X Tyanoga Rd Lot X, Whitingham, VT 05361

Property at 4 Murdock Ln, Whitingham, VT 05361

$39,900

— beds— baths— sq ft

4 Murdock Ln, Whitingham, VT 05361

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ABOUT THIS HOME
Whitingham, VT Homes for Sale
Prime location meets potential! Situated in the center of charming Readsboro, this 5-unit multi-family property offers a rare opportunity for investors and owner-occupants alike. Whether you're looking to expand your portfolio or live in one unit while generating rental income from the others, this property delivers. Some renovations needed – perfect for those looking to add value and personalize. With a bit of TLC, you can significantly increase the property's income potential. Current owner has re done one unit and is working on another. New appliances in most of the units. All units have new hot water heaters and updated electrical panels.

$250,000

9 beds— baths3,810 sq ft

6982 Main St, Readsboro, VT 05350

6,534 sq ft lot • Car-dependent

ABOUT THIS HOME
Whitingham, VT Homes for Sale
At the end of a quiet gravel road, bordered by the VAST trail and surrounded by stone walls, this rare 49.3-acre parcel offers incredible southeastern views, breathtaking sunrises and moonrises, and extreme privacy. Enjoyed as a personal getaway for over 20 years, the land is perfect for hiking, snowshoeing, hunting, or simply relaxing in nature as wildlife roam freely. The property features a 24x36 barn with loft, equipped with a composting toilet—ideal for temporary living while finishing the timber frame 3-bedroom home shell already in place. Blueprints are available, and the septic and drilled well are installed (not yet hooked up). Electricity has been brought up to the driveway,

$625,000

0 beds— baths— sq ft

380 Smith Rd, Halifax, VT 05358

49.3 acre lot • Car-dependent

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Classic Cabin In The Woods! Wonderful Wilderness spot! Feeling of remoteness and SO close to Everything Vermont and Northwestern Mass have to offer. Built in 2006 Hewn from local timber. The open floor plan 20 x 20 Cabin has 2 sleeping lofts and amazingly endless potential. The drilled well is in, water lines are run and a three bedroom state approved septic system is installed. The cabin runs off grid right now, power has been run to only a few hundred feet away from the camp. You can bring that overhead or underground. This well-built cabin is fully insulated, plumbed, wired and ready for use. Enjoy it right now, make your finishing touches and expand as desired. Ready to be configured

$224,000

2 beds1 bath550 sq ft

505 Smith Rd, Halifax, VT 05358

14.35 acre lot • Car-dependent

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Stunning Mountain & Meadow Views, 135 acres of pristine rolling meadows overlook the Harriman Reservoir, sits a meticulously maintained c. 1770 5 bedroom farmhouse. Welcome to King Hill Farm, this idyllic Vermont homestead has been in the King family for multiple generations. No restrictions, enjoy the peace and quiet of a slight breeze, blue skies and bird songs. Remarkable, one of a kind opportunity. Perfectly presented farm with two large barns, several outbuildings, a pond and a three car garage. Paved town, maintained road with cell service and good internet. Generations of manicured perennial gardens with heirloom flowers and fruit trees. The farmhouse offers plenty of space for

$1,200,000

5 beds1 bath2,228 sq ft

395 King Hill Rd, Readsboro, VT 05350

135 acre lot • 3 garage spots • Car-dependent

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The home welcomes you with a classic covered front porch and a practical mudroom entry. Inside, the spacious kitchen flows into a flexible dining/den area, with a bright three-season sunroom just off the dining space—perfect for relaxing or entertaining. The main level also offers a cozy li

$265,000

4 beds1 bath1,612 sq ft

178 Parsons Rd, Wilmington, VT 05363

1.7 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Whitingham, VT Homes for Sale
Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s kitchen outfitted with high-end appliances and plenty of space for preparing memorable meals. After a day on the mountain or by the water, cozy up around the wood-burning fireplace in the inviting living room, designed for après-ski lounging. With six generously size

$520,000

6 beds3.5 baths2,766 sq ft

624 Boyd Hill Rd, Wilmington, VT 05363

2 acre lot • Car-dependent

Property at 1845 Hatch School Rd, Brattleboro, VT 05358, 4 beds, 3.5 baths

$1,195,000

4 beds3.5 baths3,400 sq ft

1845 Hatch School Rd, Brattleboro, VT 05358

Property at 636 Tunnel St, Readsboro, VT 05350, 4 beds, 3 baths

$569,999

4 beds3 baths3,504 sq ft

636 Tunnel St, Readsboro, VT 05350

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

$110,000

— beds— baths— sq ft

60 Stone Hill Rd, Rowe, MA 01367

Average home prices near Whitingham, VT

Cities

Zip Codes
Minor Civil Divisions

Whitingham, VT real estate trends

$473K

Sale price

+41.9%
since last year

$270

Sale $/sq ft

+31.4%
since last year

Under list price

1.6%

Days on market

Down payment

—

Total homes sold

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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 Tue Sep 16 2025 on the search page

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