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Windham County Real Estate

Windham County is located in Southern Vermont and borders Massachusetts.  It is home to some of the finest skiing in New England at Stratton Mountain. Windham County is also home to very well respected institutions such as Marlboro College and the Central Vermont Medical Center. The largest city and towns in Windham County are Brattleboro and Rockingham, which includes Bellows Falls and Saxtons River. Browse available Windham County real estate below. 

Windham County VT Homes for Sale

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292 Guilford Street Brattleboro VT 05302

Brattleboro, VT292 Guilford Street

Price$279,900

Est. Mortgage: $/month

MLS Number 4992222

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 960

Nestled at the juncture of urban convenience and rural tranquility, this charming ranch-style abode offers the best of both worlds. Situated conveniently on the outskirts of town, yet enveloped by the serene ambiance of countryside living, this property promises a peaceful retreat from the hustle and bustle. As you step inside, you're greeted by the warmth of hardwood floors and the rustic elegance of pine wainscoting, lending a timeless charm to the interior. Natural light floods the space, accentuating the inviting atmosphere and creating an airy feel throughout. With the convenience of Exit 2 amenities, the Living Memorial Park, skating rink and ski hill all just around the corner, and a great neighborhood, you won't want to miss this one.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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2 Johnson Hill Road Dover VT 05356

Dover, VT2 Johnson Hill Road

Price$57,000

Est. Mortgage: $/month

MLS Number 4992074

  • Land
  • Acreage 1.1
  • PricePerSqFt 51818.18
  • Zoning residential

Nestled amidst Vermont's picturesque landscape, this captivating property offers tranquility and adventure in equal measure. With a mostly level terrain blanketed by towering trees, it provides the perfect canvas for your dream mountain getaway. Step outside to beautiful views of distant mountains, a breathtaking backdrop that changes with the seasons. Whether it's the vibrant colors of autumn foliage or the serene snow-capped peaks in winter, each day brings a new spectacle. Conveniently located near premier skiing destinations and local shopping and dining, this haven promises endless outdoor recreation and apres ski opportunities. After a day on the slopes, return to the peaceful serenity of your wooded retreat, where the only sounds are the gentle whispers of the wind. With ample space for customization, envision your own mountain hideaway, perfectly tailored to complement the natural beauty of the surroundings. Embrace the rhythm of nature and embark on a journey of exploration and rejuvenation in this idyllic Vermont setting.Seize the opportunity to make this wooded paradise your own and experience the magic of mountain living in Vermont.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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32 Oak Street Brattleboro VT 05301

Brattleboro, VT32 Oak Street

Price$640,000

Est. Mortgage: $/month

MLS Number 4992059

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 4
  • Square Feet 5,627

Oak Street manse walking distance to downtown Brattleboro. All new Andersen Architectural Series windows. New 3 car Garage, New roof, paint, and professionally designed gardens. Floors have been recently refinished. The overall condition of this property inside and out is excellent. This is the Gem of the Oak Street Victorian gems. Currently a triplex, but easily move-in ready as a SFH (with bonus upstairs kitchen and In-law suite) just by reopening locked corridor. This would also be an ideal candidate for condominium conversion.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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17G Mountain Village Dover VT 05356

MLS Number 4992037

  • Condo
  • Square Feet 860
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1987

Top floor, two bedroom, two bath condo located in the main base area of the Mount Snow Resort with beautiful mountain views! This condo is a very clean and bright end unit with extra windows that brings an abundance of natural light. An open concept floor plan with a large breakfast bar, wood burning fireplace, jetted tub in the primary bathroom and a deck off the living room to enjoy the spectacular views of Mount Snow! Snow Mountain Village amenities offer shuttle service to and from the mountain, an indoor pool, hot tub, sauna and outdoor tennis courts and storage. With heat and hot water included in the HOA fee and great rental potential, this is a perfect condo to enjoy year-round recreation!

Listed by Patricia Fitzpatrick of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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5 First Lane Wilmington VT 05363

Wilmington, VT5 First Lane, Unit 4

Price$349,000

Est. Mortgage: $/month

MLS Number 4991914

  • Condo
  • Square Feet 1,200
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1988

Charming Golf Course Townhome. This unit offers a perfect blend of serene living and convenient access to recreational amenities. Adjacent to the prestigious Haystack Golf Course, residents are treated to views of the course and local mountain ridgelines. Entering into an open concept dining room/kitchen you will find stainless steel appliances, breakfast bar and dining room table. Spacious living room adorned with a wood-burning fireplace, ideal for relaxing evenings. The home boasts two bedrooms, providing comfortable accommodations for residents and visitors alike. Additionally, a versatile loft area offers flexibility for use as a home office, additional sleeping quarters, or a cozy reading nook. One of the highlights of this unit is the covered deck overlooking the golf course perfect for savoring your morning coffee or hosting a barbecue with friends. Conveniently located near The Hermitage Club, Mount Snow, and several area lakes, offering endless opportunities for outdoor recreation throughout the year. When it's time to explore downtown Wilmington, residents will find an array of shops, restaurants, and attractions just a short drive away. With its idyllic setting, comfortable living spaces, and access to a wealth of amenities, this Country Club Village unit presents a wonderful opportunity to experience the best of mountain living in Vermont.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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311 Laurel Ledges Vernon VT 05354

Vernon, VT311 Laurel Ledges

Price$695,000

Est. Mortgage: $/month

MLS Number 4991881

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,090

This beautiful country home is located only 10 minutes to Brattleboro and includes 10.5 private acres at road's end. The land is lovely with gardens, stone walkways, lawn, woodland, firepit w/stone bench and L-shaped deck. There is an attached 2 car garage with direct entry via the Mudroom. The interior is spacious and inviting with large principal rooms, including: Entry via a covered porch, with tile flooring and double closet; Spacious Kitchen w/granite topped island, bay window, built-in desk & breakfast bar---fully applianced; Dining Room is open to the Kitchen with built-in hutches, tile flooring and 3 sliders; Great Room w/stone hearth & woodstove, built-in cabinets and cathedral ceiling with fan; Intimate Living Room with stone fireplace and bluestone hearth. Adjacent is a private Den/Office; The 1st level also provides a 1/2 Bath, Laundry with sink and Mudroom. The upper level includes a large landing with window seat and views over the Great Room. There are 4 Bedrooms, the Principal one includes a sitting area w/ bay window & built-in shelves, 2 walk-in closets, gorgeous en suite Bath w/double granite vanity, tile flooring, soaking tub, separate tiled shower and a patio door to the upper balcony. The 3 Guest Bedrooms are spacious w/plenty of closet space. The lower level provides a Family Room with stone fireplace, Playroom with included pool table and utility/storage rooms. Truly a beautiful home and wonderful location!!! Delayed showings begin Friday 4/26.

Listed by Robert Doyle of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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00 Guilford Street Brattleboro VT 05301

Brattleboro, VT00 Guilford Street

Price$179,000

Est. Mortgage: $/month

MLS Number 4991840

  • Land
  • Acreage 24.31
  • Utilities Cable - Available
  • PricePerSqFt 7363.23
  • Zoning RES

24.31 wooded acres only minutes to town yet completely private offering long range views with clearing from a high level to rolling plateau. From the top you get gorgeous easterly sunrise views toward Mount Monadnock AND southern exposure throughout the day AND the very illusive western late day sunset light and local views due to the unique topography and exposure characteristics. Ideal for subdivision due to multiple access points and overall layout. OR an unbelievable home site that would have the magical combination of 5 minute to town proximity with the feel of a large acreage parcel much further away. Deer and Turkeys thrive on this parcel. Red Oak, Hemlock and White Pine are the predominant species mixed with other northern hardwoods. Topography is level to sloping with some steep sections. Town sewer is available off Guilford Street. Town water is also available but not at road front. Whether you are searching a large building site with privacy and views that is close to town, a family compound property or an investment in a subdivision this is a fantastic opportunity.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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216 Sherwood Circle Brattleboro VT 05301

Brattleboro, VT216 Sherwood Circle

Price$320,000

Est. Mortgage: $/month

MLS Number 4991837

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,548

Return after a busy day and relax on your spacious wraparound deck or in your tranquil wooded backyard. This charming cape is waiting to welcome you home. Upstairs the primary bedroom has an ensuite bath and 2 large closets. Kitchen has a pantry and space for a dining table. Downstairs, a finished basement space welcomes with its own double door entry. Nestled in a peaceful, low-traffic neighborhood, this home beckons you to unwind and make it your own. Delayed showings until Friday 4/19. Open house Saturday 4/20 11-2 and Sunday 4/21 11-1.

Listed by Marie Elena Potter of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

298 Sweet Pond Road Guilford VT 05301

Guilford, VT298 Sweet Pond Road

Price$345,000

Est. Mortgage: $/month

MLS Number 4991783

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,056

Cozy 3 bedroom 1 1/2 bath ranch in a quiet country neighborhood. This home is situated on a well established lot overlooking the road and a beaver pond and some new houses. The yard is greening up and the daffodils and other perennials are emerging along the rock walls from their winter hibernation. House features a large eat-in kitchen with wood cabinetry and newer stainless appliances. The dining area either walks outside to a patio area with a powered awning or into the bright hardwood floored living room. A hallway provides access to the 3 nice sized bedrooms, one with an ensuite 1/2 bath. Directly off the hall by the primary bedroom is a door leading to the front Eastward facing covered porch... a wonderful place to start your day with a cup of coffee or tea! Off the hall is the full bath with newer vanity, tile floors, and a walk-in tub / shower. The full basement can be accessed from the kitchen stairs. At the base of the stairs are the laundry machines and laundry sink. The large dry basement has a 1 car under-garage and plenty of space for a workshop, mancave, storage or possibly some additional finished space. Detached from the house is an oversized 2 car garage with a large insulated workshop. The workshop has a woodstove and masonry chimney, power overhead door, and plenty of space for your car hobby, woodshop, or studio. Showings will begin on Saturday March 20th at an open house from 8:30am to 1pm.

Listed by Steve Schoppmeyer of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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1075 Middle Road Dummerston VT 05301

Dummerston, VT1075 Middle Road

Price$300,000

Est. Mortgage: $/month

MLS Number 4991652

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 864

This great home sits back off Middle Road leading you into the center of Dummerston, Vermont. The paved driveway makes a smooth entry to your new home! Offering two bedrooms, one full bath, a small office space, large combination living and dining room area directly off the kitchen with updated appliances, hardwood floors, a vaulted ceiling in the front bedroom, large attic space, walk out basement with interior stairs and for those snowy days, a conveniently detached oversized one car garage with automatic door! The outdoor space here offers plenty of area to have perennial gardens but not an overwhelming area to upkeep. The multi-tiered spacious deck offers a place to grill or sit out and enjoy all the seasons!

Listed by Julie Lowe of Lowe's Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 April 22, 2024 7:54 AM EDT