Homes For Sale In Whitingham, VT

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.

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Browse all houses for sale in Whitingham, VT below. Contact Brattleboro Area Realty if you have questions or would like to schedule a tour.

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597 Gates Pond Road Whitingham VT 05342

Whitingham, VT597 Gates Pond Road

Price$299,000

Est. Mortgage: $/month

MLS Number 5001812

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

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.

Listed by Jacki Murano of Southern Vermont Realty Group

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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39 Mcmillan Road Whitingham VT 05342

Whitingham, VT39 Mcmillan Road

Price$550,000

Est. Mortgage: $/month

Pending

MLS Number 5001618

  • Residential Single Family
  • Full Bath 1
  • Village Jacksonville Village
  • Construction Existing
  • Bedrooms 3

Quintessential charming Vermont log cabin nestled amongst the trees on 10+acres in the foothills of the Green Mountains just south of Jacksonville village. Once resided upon by the Carthusian monks, old stone walls and many artifacts can still be found around the property. This home comes w/ an oversized garage, a classic barn, and a darling sleeping/writing cottage. Property has open space as well as woods with multiple brooks and streams flowing throughout the property. This 3 bedroom and 3 bath home has a list of thoughtful improvements, including 2022 roofs on all buildings, new high efficiency boiler, new appliances and wood stoves, and much more. Living room with vaulted ceiling, skylights, new Jotul wood stove and attached porch, fully applianced kitchen with dining room, bedroom and full bath on the 1st floor, entry with 3 season porch. 2 bedrooms w/ en-suite baths, skylights, ceiling fans, & ample storage on 2nd floor. Fairytale sleeping cottage can't be missed. 2 car garage has electricity for a stellar workshop. 200 amps service. Only minutes to Lake Whitingham, the Wilmington Antique Flea Market, and scenic Deerfield River. Direct access to the VAST trail, 30 minutes to Mt Snow, 20 minutes to Berkshire East Mountain Resort. 2.5 hours to Boston, 3.5 hours to NYC. Enjoy the peace and tranquility of your very own mountain retreat!

Listed by Mary Wallace Collins of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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152 Town Hill Road Whitingham VT 05361

Whitingham, VT152 Town Hill Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5000514

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Beautifully and privately located on 5 acres near Lake Sadawga, this contemporary home offers 4 bedrooms, 3 bathrooms, an inviting living room with a two-sided wood burning fireplace also open into the adjacent sitting area, a spacious kitchen with island seating, a full hall bath, an extensive deck, a separate wood-beamed dining room and a main level primary bedroom with a large bathroom/laundry room and its own covered porch. The 2nd floor contains 3 bedrooms, a hall bathroom and a loft. One of these bedrooms also serves as a writer's area with an attractive wall cut-out to the main entry below. Other special features include a covered porch for kitchen entry and wide pine floors throughout the main floor. This is a roomy well designed home built in 1970 and expanded in 1993 that allows for plenty of space for socializing or for being in a quiet space alone. Three of the bedrooms have mini-splits for AC and heat (one of the upstairs bedrooms has a mini-split as the sole heat source) As for the location, Lake Sadawga and Lake Whitingham are very close by and offer boating, swimming and fishing in a beautiful setting. Winter views of Lake Sadawga exist with a possibility for view expansion by thinning some trees. Also nearby are a playground, golf, skiing, shopping, dining, Marlboro Music Festival, Mass MOCA, Williamstown Theater Festival and other area theaters and music venues. Sellers will not be able to close before August 26, 2024.

Listed by Meg Streeter of Meg Streeter Real Estate

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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456 Poverty Row Whitingham VT 05361

Whitingham, VT456 Poverty Row

Price$639,000

Est. Mortgage: $/month

MLS Number 4999340

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Exquisite builder's home with quality craftsmanship throughout, offering 3 bedrooms and 2.5 baths on 2.66 beautifully manicured acres, featuring wild blueberry bushes and apple trees. Located in a quiet country setting on a paved public road, this home is less than a 5-minute drive to Lake Sadagwa & Harriman Reservoir for boating, kayaking, and swimming, It's a short drive to Mount Snow ski area and within walking distance to Town Hill Park to enjoy the playground, ball field, and stunning views. The main level boasts hardwood flooring, an updated kitchen with granite counter tops and stainless steel appliances, a light and bright living room overlooking the back lawn, a dining room with a wood-burning fireplace, a primary ensuite, a laundry room, and a powder room. Attached to the spacious tiled mudroom is a 2-car garage with a large room above, which could be finished to add over 900 sq ft of additional living space. The upper level features two large bedrooms with wood flooring that share a Jack and Jill bathroom. The partially finished basement offers a den/playroom, office space, bonus room, and a furnace room with exterior access. Enjoy afternoon sun on the back deck overlooking the serene backyard. This home is equipped with high-speed fiber internet, ideal for working from home. Additionally, there's a detached 28x28 two-car garage with heat, workbenches, and a large room above, providing potential for even more finished living space.

Listed by Chad Lackey of Deerfield Valley Real Estate

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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123 Birdville Road Whitingham VT 05361

Whitingham, VT123 Birdville Road

Price$279,000

Est. Mortgage: $/month

Pending

MLS Number 4998588

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

This newly painted and furnished 2 bed/2bath chalet is situated on over 7 acres in all the beauty Southern Vermont has to offer. Only 25 minutes to Mt. Snow, 10 minutes to the lake and hiking all around. The many windows afford plenty of light in both living areas, which boasts nice new flooring, throughout the main level as well as the upstairs. Plenty of room to fence in a place for your animals and family pets. If it's a garden you want, there is also room for that. Beautiful stone walls on the property lend to it's natural setting. The unfinished basement with walk out access has a workshop and concrete floors. With 4 sheds you are sure to have plenty of outside storage space. Several improivements to this 2+ bedroom home have been added and you can use it as is and/or personalize it to your liking. The house has currently been used as an air bnb and can continue as one or move in and make it your primary or 2nd home, as you chose.

Listed by Regina Perrotto of Skihome Realty

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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402 Burrington Hill Road Whitingham VT 05361
Active With Contract

MLS Number 4998508

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

WHAT A VIEW!!!!!! Imagine sitting on your covered porch taking in the spectacular sunsets from your 180 degree vista. Off in the distance you'll see Lake Sadawga, The Berkshires, Mt. Snow and Haystack. The yard is a bird lover's paradise with abundant wildlife, lupin and flowering trees galore. If that isn't enough you can take a swim in your very own pond or sit out in the open meadow and watch the clouds roll by. This cozy single level home is the perfect get away from it all retreat or a wonderful full time sanctuary. Inside you will find a nice sized living area with a gas stove to take the chill off or build a roaring fire in the stone fireplace. Enjoy the efficient galley kitchen, dining space, 2 small bedrooms and full bath The washer and dryer are beyond the kitchen for easy access. There is a 18X15 loft for storage above the living room. Keep the house as is or take it down and build your dream home. Did I mention the must see VIEW!!!!! 2 lots make up the total acreage - each lot is deeded separately. Lower lot has frontage on Streeter Hill and may be buildable. Home is being sold as is and may be contingent on the seller finding suitable housing. Please don't drive up the driveway. No sign. Delayed showings start 06/08.

Listed by Karen Hoppe of Berkley & Veller Greenwood Country

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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$579,000

Est. Mortgage: $/month

MLS Number 4993215

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

Country living meets modern amenities in this well built and meticulously maintained log cabin. Nestled on a hill off a quiet dirt road, it is the perfect place for rest and respite from the hustle and bustle of city life. The kitchen is a chef's delight, equipped with modern appliances, ample counter space, and plenty of storage. Boasting a generous primary bedroom with ensuite on the first floor. Your family or friends can venture upstairs to find comfortable bedrooms offering peaceful retreats at the end of the day. The basement has been recently finished, leaving room on one end for storage, mechanicals, and a bathroom. There is even a home gym. Stay cozy all winter long with radiant heating in the floors. The whole house, automatic, generator means that if power is lost you are covered. If you love outdoor activities this primary or secondary home is only 9 miles from Berkshire East for day and night skiing, and 18 miles from Mt Snow and Mt snow Golf Club. The snow mobile/cross country skiing/hiking trail is a stones throw away! For summer activities, Lake Whitingham is only a 6 mile drive for boating, fishing, kayaking and swimming! The no traffic and no stress drive, to and from this lovely home while you run your errands and enjoy outdoor activities is the serene change you have been wishing for. Whether you're seeking a year-round residence or a weekend getaway, this enchanting property offers the perfect blend of comfort, convenience, and natural beauty.

Listed by Kristen Breeden of Southern Vermont Realty Group

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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$349,900

Est. Mortgage: $/month

Pending

MLS Number 4993178

  • Residential Single Family
  • Full Bath 2
  • Construction New Construction
  • Bedrooms 3
  • 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

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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843 Kentfield Road Whitingham VT 05361

Whitingham, VT843 Kentfield Road

Price$230,000

Est. Mortgage: $/month

MLS Number 4989440

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

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!

Listed by Brattleboro Area Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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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739 Chapel Hill Road Whitingham VT 05361

Whitingham, VT739 Chapel Hill Road

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984621

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

This home in Chapel Hill offers 2.5 levels on 1.9 Acres located on a quiet Town maintained Country Road, Decks overlooking a nice flowing mountain stream that is close to Shippee Pond. 2 bedrooms and a loft. Easy to heat with propane gas hot air heat and a Vermont Casting wood stove. Open kitchen and dining, vaulted ceiling. full unfinished walk out basement. New roof in 2022 and 2 new pressure treated decks. Propane gas cooking, Ample parking, drilled well with 5 year old pump, 1,000 gallon concrete septic tank. Needs refinishing.

Listed by Mark Yule of Heritage Associates

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 2024
* 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 2024 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 July 13, 2024 10:23 PM EDT