Whitingham VT Real Estate & Homes for Rent

11 Properties Found

The median home value in Whitingham, VT is $240,000. This is lower than the county median home value of $323,700. The national median home value is $338,100. The average price of homes sold in Whitingham, VT is $240,000. Approximately 51.99% of Whitingham homes are owned, compared to 8.29% rented, while 39.72% are vacant. Whitingham real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Whitingham real estate agent to arrange a tour today!


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Beds:
4
Baths:
3.00
Sq.Ft.:
4,881
Status:
Active
MLS#:
5026162
Type:
Single Family
Lot size:
14.5 Acres
Year built:
1840
Courtesy: Deerfield Valley Real Estate
View additional info

ADDITIONAL INFORMATION

Experience endless enjoyment in this charming 4-bedroom converted winery, where every room promises relaxation & excitement. Nestled amidst serene surroundings, discover hiking trails in the backyard, a picturesque pond inhabited by a beaver, a gazebo and a flowing river with a quaint wooden bridge leading to an expansive parking lot accommodating up to 10 cars.  Indoors, an inviting barn houses a plethora of entertainment options including half-court basketball, Ping-Pong, 2 arcade games, corn hole, digital piano, darts, over 20 board games, shuffleboard, foosball table, mini golf, poker table, pool & more. The outdoor hot tub on the back deck offers stunning views, complemented by a spacious field perfect for disc golf and outdoor picnics with fire pit and picnic tables.  Walking distance to a bakery, country store, full restaurant and bar, everything you need without having to drive. A short 20-minute drive to Mount Snow or Berkshire East for Mountain, adventures. There is skiing, alpine slides, fly-fishing, white-water rafting, zip lines, mountain biking, hiking, tubing and more.  Stay connected with Wi-Fi throughout the property, supplemented by free town Wi-Fi near the roadway. Work remotely with two dedicated spaces with cozy desks.  Two separate living rooms and refrigerators on opposite sides of the home enhance convenience and comfort.  Offering a perfect retreat for personal relaxation.  The expansive dining table seats 10, ideal for cherished memories over meals.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,428
Status:
Active
MLS#:
5023291
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1840
Courtesy: Southern Vermont Realty Group
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ADDITIONAL INFORMATION

This charming 2,400 sq. ft. Colonial home, dating back to the 1840s, is nestled on 2.1 acres in Whitingham, Vermont. The property is ready for a new owner with a vision to restore it to its original grandeur. The spacious living room showcases the home's historic character, with soaring ceilings and a large fireplace. The kitchen is generously sized, and a screened-in porch at the back of the house offers the perfect spot for relaxing, with views of the expansive yard. The first floor offers ample space for a potential bedroom, while the second floor boasts four additional bedrooms, all with endless possibilities for customization. Located just 8 minutes from the vibrant downtown Wilmington and 20 minutes from Mount Snow resort, this property offers the ideal mix of rural tranquility and recreational opportunities. Enjoy year-round outdoor activities at nearby Harriman Reservoir, where you can swim, boat, or fish. In winter, Mount Snow provides skiing and snowboarding, while in the warmer months, the resort offers golfing, hiking, and mountain biking. This rare offering combines classic New England architecture with an unbeatable location in Vermontâ??s sought-after southern region. Itâ??s an ideal opportunity for buyers looking for a restoration project with incredible potential. Please note, the property is being sold as-is. Seller has not occupied the home and water is currently disconnected.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,573
Status:
Active
MLS#:
5022343
Type:
Single Family
Lot size:
20 Acres
Year built:
1980
Courtesy: Deerfield Valley Real Estate
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ADDITIONAL INFORMATION

Discover Vermontâ??s charm on 20 picturesque acres of open field and lush woodland, perfect for horses, a gentleman's farm, or nature enthusiasts. Set back from one of Whitinghamâ??s most scenic roads, this private 4-bedroom, 2-bathroom home spans over 2,500 square feet. A spacious entryway leads to a bright, updated kitchen with a breakfast nook overlooking the fieldâ??a cozy spot for morning coffee. Adjacent is a large pantry/laundry room, and a full bath. Also on the main level is a formal dining room, two bedrooms, a warm living room with a stunning fieldstone wood-burning fireplace and a flexible bonus room providing options for an office or lounge area. Upstairs, two generously sized bedrooms offer peaceful retreats, while beautiful wood floors add warmth throughout. The expansive, unfinished walkout basement is ready for a game room, gym, or studio. Outside, enjoy a 2-car garage, some mature perennial gardens, and plenty of open garden space. Breathe in Vermontâ??s fresh, crisp air, watch wildlife meander through, and gaze up at the star-filled night sky. Direct VAST trail access. Minutes away, Harriman Reservoir offers boating, swimming, and fishing, while Mount Snowâ??s slopes are just 30 minutes away. Sold as-is and in need of some TLC, this property is a rare chance to create your perfect Vermont retreat. Donâ??t miss itâ??this incredible opportunity wonâ??t last long!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,728
Status:
Active
MLS#:
5021375
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1840
Courtesy: BHG Masiello Brattleboro
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ADDITIONAL INFORMATION

Located in the quaint Village of Jacksonville in the town of Whitingham, Vt, this versatile 2-unit apartment building could be used for two families or turned into a single-family home. The upper unit is currently rented while the first floor is a two-bedroom unit now available and ready to move in. This home is conveniently located close to a store, bakery, restaurant and a library. A short 20-minute drive you can be at Mount Snow for skiing. Looking for a place to live and yet still take in rent to defray expenses, this just might be for you. Please allow a 48-hour notice to show.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
5015977
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1992
Courtesy: BHG Masiello Brattleboro
View additional info

ADDITIONAL INFORMATION

Discover this turnkey 3-bedroom Cape-style home, charmingly nestled on the edge of the village of Jacksonville. A babbling brook borders the property, flowing gracefully under a quaint bridge. Recently transformed by the current owners, this lovely residence features a new drilled well, new efficient propane furnace, an electric hot water heater, ensuring all major systems are up to date. Enjoy the natural-toned Corian countertops and new fixtures throughout. Both bathrooms have been upgraded, and every room is freshly painted. The deck and shed have been beautifully stained. With Jacksonville's vibrant new businessesâ??including a restaurant, gas station, store, and bakeryâ??just a stroll away, and fiber optic internet available for remote work, this is the ultimate move-in-ready home. Don't miss out on this special opportunity! Seller is a licensed Realtor.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
3,096
Status:
Active
MLS#:
5013580
Type:
Multi-Family
Lot size:
0.2 Acres
Year built:
1805
Courtesy: BHG Masiello Brattleboro
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ADDITIONAL INFORMATION

Lovely circa 1805 centered in the little village of Jacksonville Vt. This town now has a bakery just across the street and a small general store with a restaurant. Of course, this building itself boast a successful beauty salon which is decorated so beautifully. This three-unit home has stood the test of time. One f the units is now set up as a salon. Current owner has brought this beautiful place back to its glory. There are 2 other units, one which is a two-bedroom first floor unit and another unit which has 4 bedrooms, large kitchen and living room with great natural light. All are currently rented with month-to-month leases. Apartments are so hard to come by for tenants in this small area. Don't let this one pass you by.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,728
Status:
Active
MLS#:
5012847
Type:
Multi-Family
Lot size:
0.3 Acres
Year built:
1840
Courtesy: BHG Masiello Brattleboro
View additional info

ADDITIONAL INFORMATION

Located in the charming village of Jacksonville in Whitingham, VT, this versatile 2-unit apartment building presents an excellent investment opportunity. Or this place could easily be converted back to a single-family home. Conveniently close to the local bakery, store, restaurant, and library, it offers prime rental appeal. The building features two open-concept unitsâ??one on the first floor and one above. The upper unit is currently occupied with month-to-month lease. Given the high demand for housing, finding tenants (if needed in the future) should be effortless. Please allow at least 48 hours' notice for showings.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,910
Status:
Active
MLS#:
5001812
Type:
Single Family
Lot size:
3.1 Acres
Year built:
1859
Courtesy: Southern Vermont Realty Group
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ADDITIONAL INFORMATION

This sprawling antique farmhouse, a true diamond in the rough, boasts classic details such as exposed beams, wood floors, formal rooms, oversized windows, and built-ins. The property features a beautiful screened porch and extensive perennial gardens spread throughout three acres, which could easily be reclaimed. A bit of sweat equity could transform this unique property back into the very special place it once was. Additional highlights include a large working woodshop, an artist's studio, office space, studio space, and ample storage. Situated in a beautiful setting near the village of Jacksonville, it is just 25 minutes from multiple ski mountains, shops, dining, and recreation, with lakes only minutes away.

Beds:
n/a
Baths:
Sq.Ft.:
3,000
Status:
Active
MLS#:
5001151
Type:
Multi-Family
Lot size:
0.5 Acres
Year built:
1950
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

Excellent opportunity for investment or owner occupied multifamily! This 4 unit building sits perched above the Village of Jacksonville and has been very well maintained. Looking more like a stately single family home than rental units, the size of the apartments will surprise you. High ceilings, wood floors, spacious and bright bedrooms, great storage and closets, full sized kitchens, plenty of parking, covered front porch and a manageable yard space. One lower level unit has just been vacated and can quickly be filled at current market rates or left as an owner space should they wish to occupy. The 2nd lower level unit will also be vacant, cleaned and ready for a new rental by closing or to combine for one larger owner unit if desired. The 2 upstairs apartments have wonderful long term tenants with great payment histories.If you need workforce housing, want to break into investment properties and start your portfolio, looking to live with your mortgage covered by your tenants or are a seasoned investor, there are so many possibilities here!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,098
Status:
Active
MLS#:
4989440
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1865
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

Location! Location! Location! Only 15 minutes to Wilmington and all that winter fun...Lake Whitingham and parks and ponds right around the corner...yet, a country property with ample parking for all the toys! This 1865 home has been made ready for the next level of renovation. Use it as it is currently used as a 2 family or with minor changes return it to the original cape upstairs, downstairs. The current owner has prepared the walls and exposed the ceiling beams ready for your choice of wall coverings, leave the exposed beams, or cover them. The original laths are exposed and you can see the history of the build. There is finished space in the barn that could make a great studio or bonus room...lots of choices! This is a property that will need some finishing...redo the full length porch, paint the outside, But, when you are done, you will have a special property that fits you, close to skiing, boating, hiking and all kinds of fun. You will need a cash, a construction loan or other loan that will include improvements. Notice is needed for the tenants and the dogs!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
4867161
Type:
Land
Lot size:
5.66 Acres
Courtesy: Southern Vermont Realty Group
View additional info

ADDITIONAL INFORMATION

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 closer to home, access the snowmobile trails right from your property or take a walk across the street to fish or kayak in Ryder Pond. Accessible from Murdock Lane or Rt 100, power at street. Roughed in driveway. Perk test results and design for 4 bedroom waste water system included in sale.

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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


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. Data last updated {{last updated}}.

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