Homes For Sale In Whitingham, VT

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Nestled in the heart of Vermont's picturesque landscape, Whitingham is a quintessential New England town that offers a unique blend of rural charm and modern amenities. The homes for sale in this area range from cozy country cottages to spacious family residences, each offering its own distinct character. With vast stretches of unspoiled nature, residents can enjoy outdoor activities all year round right from their backyard. From the stunning fall foliage to the snowy winter landscapes, Whitingham provides a serene and beautiful setting for homeowners. Plus, with the town's close-knit community and excellent local schools, it's an ideal place to raise a family or retire peacefully.

2731 Collins Road Whitingham VT 05361

Whitingham, VT2731 Collins Road

Price$995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4926387

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Bathroom 4
  • Square Feet 2,976

Custom built log cabin nestled on 16+ acres not far from skiing in Vermont and skiing in the Berkshires. Open meadow views can be enjoyed from either the covered porch or deck. Magnificent stone walls welcome you into the property and are carried through the lower level patio with custom stone features and fire pit. A true outdoor oasis. Two car garage opens into the house and provides plenty of space for cars and toys and has additional space on the 2nd level. Enter through the mudroom and the home opens up to a large great room, kitchen and dining area with a wall of windows and wood burning stove. Outdoor deck is great place to BBQ just off the living area. First level primary bedroom is well appointed. Upstairs you will find a loft with sitting and office area and two additional bedrooms and bath. Lower level is an oversized play room with TV area and the current owners have an additional sleeping room with full bath. The lower level walks out the outdoor patio with a great entertaining space for parties.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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267 Academy Road Whitingham VT 05342

Whitingham, VT267 Academy Road

Price$699,999

Est. Mortgage: $/month

MLS Number 4970085

  • Residential Single Family
  • Village Jacksonville Village
  • Construction Existing
  • Bedrooms 12
  • Bathroom 5

Located on the VAST Trail network this property might be used as an Air B&B, possible Bed & Breakfast, Multi-Generation, Multi-Family, Lecture, Workshop , Club or Retreat Center on 30+/- acre. It has a large living room room and dining area, kitchen, 12 bedrooms. 5 Bathrooms, various sitting areas, lofts, multi-use room and full lower level walk-out (1BR private apartment already exits, along with a craft room, family room, utility room w/ full sprinkler system and work shop). The whole building can be nicely divided into 3 different living areas if desired. Chicken coop, garden area, woodshed. beautiful covered porches, 2 car garage, walking trails and a pond. Easy walk to the village center. This would make a wonderful full time home, vacation home, Yoga, Snow Mobile Club, Meditation or Family retreat center. Must be seen to be believed 7,400 sq. ft. located at the end of a dead end road close to golf courses, slopes and lakes!!!

Listed by Janet Boyd of Boyd Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1084 Cyrus Road Whitingham VT 05361

Whitingham, VT1084 Cyrus Road

Price$639,000

Est. Mortgage: $/month

MLS Number 4960302

  • Residential Single Family
  • Square Feet 2,905
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing

Dramatically updated within the past two year, this striking log home is move-in ready now! With four acres, the dark night sky is not interrupted by ambient light and the surrounding quiet invites relaxation and a communion with nature. The stunning great room has so much light pouring in from the skylights and large windows to highlight the cathedral ceiling, the expansive living and dining areas and the shining hardwood floors. A convenient mudroom opens into the large kitchen with a live edge counter, oversized refrigerator/freezer, new range/dishwasher and a handy desk area. Also on the main level are the primary bedroom with full bath and a hallway full bath with laundry/new washing machine. Enjoy the setting from the full length covered porch then proceed up the impressive staircase to a loft area, full bath and two charming bedrooms. The walk-out lower level was updated in 2021 to include an in-house gym/gathering space with light pine paneling and a double door entry to the outside. The new floor was elevated to insure dryness. The unfinished remainder of the lower level includes a utility room, half-bath and plenty of storage space. Other improvements include a radon mitigation system, all new skylights, a new well pressure tank and recent well fracking. With radiant heat in the lower level and the main floor plus an automatic whole house generator, this home is warm and comfortable regardless of the temperature outside. The very best Vermont has to offer!

Listed by Meg Streeter of Meg Streeter Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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985 Chapel Hill Road Whitingham VT 05361

Whitingham, VT985 Chapel Hill Road

Price$375,000

Est. Mortgage: $/month

MLS Number 4954469

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 2,596
  • Bedrooms 4

This charming chalet is set in a magical series of gardens with a peaceful brook adding its comforting sound to the surroundings. The seller has planted hundreds/thousands of daffodil and day lily bulbs over the years as well as adding other perennials, annuals and many potted flowering plants lining the walkway, the gazebo and the hillside below the house. The original chalet has had 2 large additions which offer a versatile floor plan with an expansive ground floor living room and primary bedroom/study above. Walk into the welcoming entry/kitchen and a dining room with a wood-burning fireplace,oak flooring and enjoy the light streaming in through the glass patio doors. Open those doors to sit and relax on the expansive deck overlooking a lush garden area. There are a total of 3 lots and the 2 lots on the opposite side of Chapel Hill Road have been landscaped with flowering trees and shrubs that present a beautiful display from spring through fall. The seller intended to create an arboretum with a vibrant red leaf display in the autumn. The Chapel Hill Road area is served by a town-maintained gravel road and has a mixture of year round residents and vacation/weekend homes. Close to Lake Sadawga popular for kayaking, canoeing and fishing as well as the much larger Lake Whitingham for the same pursuits in addition to swimming, waterskiing and sailing. An easy drive to Mass MoCA museum. Showing by appointment only (seller's primary residence) - easily arranged.

Listed by Meg Streeter of Meg Streeter Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7451 Route 100 Whitingham VT 05342

Whitingham, VT7451 Route 100

Price$375,000

Est. Mortgage: $/month

MLS Number 4962630

  • Residential Single Family
  • Bedrooms 3
  • Construction New Construction
  • Square Feet 2,600
  • Bathroom 3

New construction! Originally built in 1964 and completely re-built in 2023. This 3 story home sits across the road from Harriman Reservoir and is only a short walk to a small boat (Canoe or Kayak) access and approx. 1/2 mile to the larger boat launch. There is also a small, wooded section with a trail to the lake edge directly across the street for a summer swim or fishing. Located within 20 minutes of Mount Snow Resort, VAST Snowmobile trails nearby and thousands of acres of the Green Mountain National Forest close by, this would be an ideal base camp for year-round recreation. The house offers three levels with a bath on each and large open rooms, easy to maintain modern flooring, lots of recessed lighting and is wrapped on two sides by a huge deck. Heating and cooling by numerous mini splits. If you are looking a well-built new, larger home in an easily accessible location this is a good one.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2983 Route 8A Whitingham VT 05361

Whitingham, VT2983 Route 8A

Price$375,000

Est. Mortgage: $/month

MLS Number 4968430

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,016
  • Bathroom 3
  • Construction Existing

This 4 bedroom family home sits in the middle of a sweeping yard with southern exposure, large enough for animals, orchards, solar, etc. Enjoy the seamless transition from the oversized garage into the mudroom, before entering the house. The kitchen/dining area opens to the deck for indoor/outdoor entertaining. The home has the benefit of 4 bedrooms plus an additional office, to allow you to work from home. The primary bedroom has an en suite bath and large walk in closet. The full size basement has tall ceilings and could be used for additional play space. Located just over the MA border, you're close to Greenfield and 20 min to Mt Snow. Come stretch out and enjoy Southern VT!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7333 Route 100 Whitingham VT 05361

Whitingham, VT7333 Route 100

Price$359,000

Est. Mortgage: $/month

Pending

MLS Number 4964601

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,560

Charming and character filled three bedroom, one and a half bath craftsman style home, perched up on a hill overlooking and directly across the road from the lake. Beautiful winter time lake views and sunsets. A magical covered porch to take in the summer sounds, rainstorms and sun-sparkling lake through the trees. An open, country kitchen and spacious yet cozy living room featuring a magnificent stone chimney with woodstove, the perfect place to spend winter evenings. Situated on just under 15 acres, the land is stunning and filled with possibilities. Through a pocket of trees, up the hill behind the house are a few outbuildings for horses, chickens, goats, storage... you name it, the perfect setting for a hobby farm. A vintage barn, with some restoration could be used again. Your very own sugarbush to tap, and to top it all off, a gorgeous 8 acre open meadow, with views of Haystack! A lovely location to build a dream home, rent out the existing house, or pasture horses, cows, grow your own vegetables...the possibilities are endless! Less than a minute to the public boat launch, and less than 30 minutes to Mount Snow, the Berkshires and just 15 minutes to Wilmington. Don't miss this one! Being sold AS IS. Owner is a licensed VT real estate agent.

Listed by Prema Fitzpatrick of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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63 Route 112 Whitingham VT 05342

Whitingham, VT63 Route 112

Price$329,000

Est. Mortgage: $/month

MLS Number 4968339

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,400

Renovated & well-maintained Cape on nearly 3 acres in the quaint and vibrant Village of Jacksonville! Sunny yard bordered by the North River w/a diverse mix of oak & pine, lilacs, forsythias, blueberry bush garden, strawberry patch, and mature flowering landscaping. A 20x30 “barn” can lend itself to many uses. Additional garage just off the covered ramped walkway. Covered porch to overlook the yard with your morning coffee or evening cocktail- listen to the brook run! Country farmhouse-style kitchen w/original porcelain sink, custom cabinets & butcher block island, newer appliances. Nice bay window bump out for your kitchen herbs or as a breakfast nook. Open dining/full living room and sitting area. Wood stove with a custom wrought iron gate system will keep you warm and cozy and the littles safe from the hot surface. The main floor also hosts a primary suite with ½ bath, an additional full bath, oak hardwood flooring throughout all but the tiled baths. The 2nd floor boasts a very large sleeping “loft" w/wide pine floors, spacious guest bedroom w/ hand-hewn cherry floors, full bath w/clawfoot tub. Full, concrete basement with Green foam insulation, laundry, on-demand Rinnai Hot Water tank which also feeds the radiant heat. Drilled well, public sewer, vinyl shaker style siding, new windows. Great proximity to local shops & area recreation. Less than 30-45 min to lakes, skiing, health care, arts/entertainment and I-91. Come view this cozy riverside cottage this weekend!

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6746 VT Route 100 Whitingham VT 05361

Whitingham, VT6746 VT Route 100

Price$309,000

Est. Mortgage: $/month

MLS Number 4962229

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Square Feet 2,400

Sellers say it is time to bid Vermont farewell. Huge price adjustment for a wonderful home. With its rich local history, this Antique New Englander offers a unique living experience for those seeking a touch of nostalgia and a connection to the past. A rarely found, in an antique home, open concept floor plan envelopes visitors in a comforting embrace. Original wide plank wood floors and live edge wood kitchen counter blends the new and old in rustic charm harmony. The light filled bedrooms, third floor family room and the welcoming ample backyard allows for plenty of visitors. Situated on a corner lot across from Lake Sadagwa, a short walk to a boat launch on Lake Whitingham, and convenient to Wilmington town center, Dover, North Adams and Mount Snow this home is perfectly situated for all seasons.

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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427 Vt RTE 112 Whitingham VT 05361

Whitingham, VT427 Vt RTE 112

Price$299,900

Est. Mortgage: $/month

MLS Number 4955385

  • Residential Single Family
  • Village Jacksonville Village
  • Bedrooms 3
  • Construction Existing
  • Bathroom 2

This adorable cape style home has just the right amount of space to enjoy all Vermont offers. The home has beautiful hardwood floors, plus ceramic tile. The first floor has a convenient office/study to work from home. There are three bedrooms and two full baths, one of which offers a jetted tub to soak in after a day on the slopes. Ample space in the kitchen includes plenty of cabinetry storage and countertop space for preparing and entertaining. A level yard lends itself to cook outs, while the nearby babbling brook provides relaxing ambience on a warm summer night. The home is situated on the edge of the village of Jacksonville, walking distance to the locally owned gas station, post office, general store and delicious bakery.

Listed by Monica Sumner of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7920 Rt. 100 Whitingham VT 05361

Whitingham, VT7920 Rt. 100

Price$259,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4955619

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 2,007
  • Bedrooms 3

This 3 bedroom period post and beam type Farmhouse has over 22 acres off a paved road. A recent studio was added on the property for whatever your hobbies are or just a place to relax and enjoy the country. There is a large master bedroom upstairs with a large full bathrm. There are numerous ways to enjoy being in Vermont such as gardening in the fenced-in garden area, going to the lake just minutes away or simply enjoying your enclosed front porch. The summertime flea market is just 15 minutes away and if it's skiing you enjoy, just another 10 minutes from there. There are trails at the top of the backyard that lead to the lake and to enjoy the rest of the acreage above. There are many possibilities with this place and could be yours to decide. Buyer could not obtain financing, therefore the reason it is back on the market.

Listed by Regina Perrotto of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1148 Chapel Hill Road Whitingham VT 05361

Whitingham, VT1148 Chapel Hill Road

Price$249,000

Est. Mortgage: $/month

MLS Number 4966829

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,152

Looking for a country get-away, situated on a peaceful, one-acre lot close to Mount Snow, Lake Raponda and all that downtown Wilmington has to offer? Look no further. The house features a bright open concept with hardwood floors and exposed beams throughout. The bedrooms and bathrooms are conveniently located on each end of the house allowing for plenty of privacy. Kick back in the living area around a gas stove encased in stone after a long day on the slopes. The large loft is a true bonus: overlooking the living area, it would make a great home office, den or extra room for sleeping. Take your morning coffee outside to the covered porch along the front of the house and listen to the birds while admiring the flower garden. As ideal as this location is as a second home, it would also be perfect as a primary residence. This property has been well cared for and is ready for someone to bring their personal touch. Delayed showings until Tuesday 8/29/23.

Listed by Kassie Rubico of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2023 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 September 30, 2023 7:53 PM EDT