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Windham County

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233 Poverty Row Whitingham VT 05361

Whitingham, VT233 Poverty Row

Price$699,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5047890

  • Residential Single Family
  • Full Bath 4
  • Address 233 Poverty Row
  • Bedrooms 3
  • Bathroom 4

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.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

28 Summit Meadows Circle Dover VT 05356

Dover, VT28 Summit Meadows Circle

Price$699,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5078276

  • Residential Single Family
  • Full Bath 3
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,778

Lovely updated contemporary chalet nestled at the base of the Dover Hills in the village of Dover, just a short drive from the Mount Snow ski resort. This convenient location affords the privacy of a home, but much easier access, and proximity to amenities, dining, shopping, and more. At the end of a loop, this home sits on a private and quiet parcel with a nice buffer of trees, level lawn, stone fire pit area, and snowmobile trail access directly from your two car garage or carport. The interior boasts a large open great room with vaulted ceiling, wood burning stone fireplace, tremendous natural light and woodwork, wood floors throughout, an updated custom kitchen with stainless appliances and breakfast bar, spacious dining area that leads out to the large wraparound deck, two main floor bedrooms and a fully updated main floor bath. Upstairs is a large primary suite with gorgeous upscale bathroom, as well as a unique catwalk loft that is an ideal place for working away from home. The walkout lower level has a large family room with media area and ping pong table, a fourth bedroom and full bath, but what really steals the show is the separate, cedar paneled spa area with large hot tub, sauna, and shower, the perfect place to relax after a day on the slopes. There is also full laundry and dual mudroom entry for all your gear after any season. The two car garage is a huge plus in an area that rarely sees them, along with a large carport, as well as a full walk up loft for great storage or future expansion potential. Less obvious upgrades include full new siding, stone foundation facade, replaced upscale hot tub, on demand hot water, efficient minisplits for bonus heat and ac throughout, and public sewer for more peace of mind. Add in a great rental history and this is a true opportunity for downtime, not upkeep.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2416 Stage Road Guilford VT 05301

Guilford, VT2416 Stage Road

Price$699,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5088798

  • Residential Single Family
  • Full Bath 2
  • Address 2416 Stage Road
  • Bedrooms 4
  • Bathroom 3

A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway from this beautiful waterfall scene. With its open fields, outstanding sun exposure, pond, stonework, established gardens, berry bushes and apple, pear and peach trees this setting will transport you back in time. The towering old growth sugar maples around the house are true giants and are one of the first things that will make your jaw drop as you enter the peaceful homestead. The house needs work but with this stunning location and unique property attributes it's deserving and worthy of the investment. The 4-bedroom, 2.5 bath home features original fir flooring throughout the old portion and oak flooring in the addition, a huge 18' X 34' living/dining room a fireplace and massive hearth, a country kitchen with antique wood cookstove, an office/study (or 1st floor bedroom) and a small bath and laundry on the main level and 3 bedrooms, bath and the primary bedroom suite upstairs. The central heating system was propane hot water baseboard but is not functional at present. The owner currently heats with wood only. Freshly painted in 2025. Roof replaced with standing seam metal in 2005. Property is enrolled in the Use Value Appraisal (current use) with 8 acres excluded encompassing the open land, gardens and pond area around the home site. The true southern exposure, local views of the hills surrounding the river valley, access to the river and the privacy this property provides is special and very difficult to find.

Listed by Chris Long of BHG Masiello Brattleboro

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

717 Horsenail Hill Road Windham VT 05143

Windham, VT717 Horsenail Hill Road

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5058009

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,400

Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour.

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1871 West Hill Road Townshend VT 05353

Townshend, VT1871 West Hill Road

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089303

  • Residential Single Family
  • Full Bath 2
  • Address 1871 West Hill Road
  • Bedrooms 2
  • Bathroom 2

OPEN HOUSE - Sunday, May 24 from 2:00 - 4:00. Welcome to your fully furnished chalet-style escape in Townshend, Vermont. Set on 10 partially cleared, usable acres, this 2-bedroom, 2-bathroom home offers the perfect blend of privacy, comfort, and classic Vermont charm. Featuring additional living space in the loft and den, this property provides flexibility. Step inside to find a warm, inviting interior with brand new furnishings throughout-ready for immediate enjoyment as a primary residence, vacation getaway, or income-producing rental. The open living spaces and classic chalet design create a cozy yet spacious atmosphere ideal for relaxing or entertaining. Outside, the property truly shines. Expansive cleared land, thoughtfully maintained flower beds, and open space provide endless opportunities for outdoor living, gardening, recreation, or simply enjoying the peaceful surroundings. Conveniently located within reach of southern Vermont's year-round attractions while offering complete privacy and tranquility. A rare opportunity to own a fully furnished Vermont escape with land, lifestyle, and flexibility. Just 5 minutes to Townshend Dam Recreation Area for fishing, hiking, biking, and other outdoor fun. Only 20 minutes to Jamaica State Park, where you can explore the scenic trail along the West River leading to Hamilton Falls, a 125-foot waterfall. Less than 30 minutes to Mount Snow and Stratton Resort for year-round adventure, including skiing, snowboarding, mountain biking, golf, tennis, pickleball and many festivals.

Listed by Kim Meeker of Southern Vermont Realty Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

54 Main Street Grafton VT 05146

Grafton, VT54 Main Street

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090286

  • Residential Single Family
  • Full Bath 2
  • Address 54 Main Street
  • Bedrooms 4
  • Bathroom 3

This home IS quintessential Grafton Vermont! Built c. 1850 this stately 4 over 4 colonial served as the Parsonage for the Grafton Church as it is still referred to this day. Privately owned for nearly 30 years this handsome home is ready for new stewardship. Spacious and sturdy, this vintage gem offers plenty of space and has been updated for today's lifestyle. The first floor offers open concept living space including a renovated kitchen, the heart of the home, with soapstone countertops and custom sink that is within speaking reach of the dining area and comfortable living room space with a wood burning fireplace. A second living room or 'den' and a laundry room with half bath completes the comfort and convenience. Upstairs, four generous bedrooms and two full baths create ample space for family and guests. The walk-up attic is easily accessible and offers great storage space. The basement is simple as older homes often are but offers ready access to utilities as needed. A sweet quarter acre with a private grassy area behind the house offers space to unwind or walk to the neighboring ballfield. The driveway is shared but the well and septic were updated to be individual to this home. The detached 2-car garage offers space to get out of New England winters or to store that antique car or two while the screened porch gives protected space for morning coffee or a glass of wine from nearby MKT. Find gourmet meals and live music two doors down at the infamous Grafton Inn. Well set to enjoy all that southern Vermont offers in its rolling hills, open fields, and meandering rivers-this home puts you close to its best from skiing to farmers markets, antique shops, and festivals. The Parsonage embodies the best of what Grafton offers - historic and classic blended with comfortable lifestyle.

Listed by Jessica Landers of Barrett and Valley Associates Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

124 Forrester Road Stratton VT 05360

Stratton, VT124 Forrester Road

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5091609

  • Residential Single Family
  • Full Bath 1
  • Address 124 Forrester Road
  • Bedrooms 3
  • Bathroom 2

Bucolic Mountain Retreat. 6 Minutes to Stratton Sun Bowl. Escape to your own private 43.7-acre Vermont paradise, offering a perfect blend of serene country living and resort convenience. Situated just six minutes from the Stratton Mountain Sun Bowl, this impeccably maintained 3-bedroom, 2-bath Cape is enveloped by beautifully landscaped grounds featuring mature lilacs, historic apple trees, and a sun-drenched open yard ideal for gardening. Inside, the open-concept living area boasts a vaulted ceiling and a wall of natural light, anchored by a cozy wood-burning stove. Two large sliding glass doors seamlessly connect the indoor living space to an oversized, composite deck-built to withstand Vermont winters with low maintenance. Beautiful hardwood, ash floors throughout the living space and bedrooms! Need more room? The walk-out lower level and unfinished second story offer incredible potential to expand your square footage. Spend your days meandering through private wooded trails, gardening in the sun, or jumping in the car for a quick drive to Stratton for skiing, mountain biking, dining, and shopping. Bonus: The majority of the wooded acreage is enrolled in the VT Current Use program, providing substantial tax benefits. Your ultimate mountain lifestyle awaits!

Listed by Lauren Behm and Christina Dryden of Berkshire Hathaway HomeServices Stratton Home

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

341 Under The Mountain Road Londonderry VT 05155

Londonderry, VT341 Under The Mountain Road

Price$690,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5053705

  • Residential Single Family
  • Full Bath 3
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,635

Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guests. A cozy recreation room with a grand fireplace or the sauna is perfect for apres-ski evenings, and a separate dining building offers a private space ideal for hosting dinners or working from home as a dedicated office or studio. Outdoors, enjoy peaceful walks through the forest along an old logging road, fish or relax by your own large private pond, and take in the serene beauty of the countryside. A detached 3-car garage adds extra convenience and storage for outdoor gear or snowmobiles. Just a short drive from top ski resorts and year-round activities including hiking, biking, and nearby lakes, this Vermont farmhouse is the perfect mountain retreat.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

311 Laurel Ledges Vernon VT 05354

Vernon, VT311 Laurel Ledges

Price$685,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5075007

  • Residential Single Family
  • Full Bath 2
  • Address 311 Laurel Ledges
  • Bedrooms 4
  • Bathroom 3

Private 4-bedroom country home on 10.5 acres at the end of the road, located just 10 minutes from Brattleboro. The home offers a spacious layout with a large kitchen featuring a granite island, multiple living areas including a great room with cathedral ceiling and woodstove, separate living room with fireplace, private office, mudroom, first-floor laundry, and an attached 2-car garage. The upper level includes a generous primary suite with walk-in closets, en-suite bath, and balcony, plus three additional bedrooms. The finished lower level provides flexible additional living space. Recent 2024 improvements include a new roof, septic siphon, radon system, and interior paint. Heating is forced hot water via propane. The sale of this property being listed is contingent upon the proposed Seller (or "Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.

Listed by Derek Greene of Derek Greene

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1176 East Dover Road Wardsboro VT 05355

Wardsboro, VT1176 East Dover Road

Price$685,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090960

  • Residential Single Family
  • Full Bath 1
  • Address 1176 East Dover Road
  • Bedrooms 2
  • Bathroom 2

Tucked away at the end of a winding private drive, this captivating Dan MacArthur post-and-beam home is a testament to three decades of meticulous care. Offering the ease of single-level living, the open-concept interior radiates warmth-from the charming timber frames to the cozy woodstove insert perfect for winter nights. Upstairs, a private bedroom serves as a peaceful sanctuary for guests. The 10-acre estate is a haven of natural beauty, framed by timeless dry-stacked stone walls hand-crafted by Dan Snow. Outdoor enthusiasts will find inspiration in the established organic gardens, berry bushes, and fruit trees, while a classic post-and-beam barn provides a professional-grade workshop/studio. Surrounded by wildlife and absolute silence, you are still perfectly positioned: just 20-30 minutes from Brattleboro, Mount Snow, and Stratton, and only 3 hours from Boston. Your next chapter begins here.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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 2026 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 June 9, 2026 3:25 PM EDT

 

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