Windham County VT Homes for Sale with No HOA Fee

/28
$239,000
- 3 Beds
- 1.5 Baths
- 1,531 Sq Ft
316 Putney Rd, Brattleboro, VT 05301

Convenient Location & Low Maintenance Living! Enjoy easy access to shopping, public transportation and waterfront with scenic trails. The backyard is just the right size for enjoying nature and a little fresh air. This charming home combines classic character with practical updates featuring a standing seam roof, vinyl windows and aluminum siding. Inside, the home radiates its original charm

Kerry Mulverhill Brattleboro Area Realty

316 Putney Rd, Brattleboro, VT 05301
/43
$295,000
- 3 Beds
- 1.5 Baths
- 1,728 Sq Ft
121 Happy Haven Rd, Wilmington, VT 05363

This home offers endless potential to become your ideal retreat. Tucked away on 1.3 acres at the end of a quiet dead-end road, it provides privacy while still being conveniently close to downtown Wilmington and year-round recreation—whether you enjoy skiing, golfing, hiking, biking, or boating. The main level features an open-concept layout with a cozy living room with a wood-burning fireplace, a

Jennifer Hovey-Densmore Deerfield Valley Real Estate

121 Happy Haven Rd, Wilmington, VT 05363
/33
$249,000
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
290 Old Mill Ln, Wilmington, VT 05363

“The Camp” Are you looking for that special seasonal getaway? Look no further! This charming 1-bedroom on the main level and second bedroom upstairs sleeping loft is located in the beautiful town of Wilmington. Nestled in the woods, this cozy cabin offers a unique and special Vermont experience. Enjoy the covered front porch and large deck, perfect for entertaining friends and family. Just steps

Richard Caplan Deerfield Valley Real Estate

290 Old Mill Ln, Wilmington, VT 05363
/30
$275,000
- 1 Bed
- 1 Bath
- 1,062 Sq Ft
1227 Vermont 30, Townshend, VT 05353

This well-built home sits on 2.48 private acres alongside the river, just minutes from Townshend Village. Constructed with natural hardwoods throughout—cherry in the main rooms, birch in the bedroom, and maple in the mudroom—it’s full of warmth and character. Recent upgrades include a brand new 3–4 bedroom septic system, all new plumbing, a new propane monitor heater, 40-gallon hot water heater,

Kate Barry EXP Realty

1227 Vermont 30, Townshend, VT 05353
/38
$275,000
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
12 Clark Ct, Town of Rockingham, VT 05154

On the outskirts of the beautiful Saxtons River Village, on a quiet street, thisinviting and comfortable home is a perfect starter or retirement home. The recently painted interior creates a bright and pleasing ambiance. Enter from the covered front porch, or the convenient attached garage. Hardwood floors and a brick fireplace enhance the large living room and adjoin the dining room and updated

Heidi Bernier Berkley & Veller Greenwood Country

12 Clark Ct, Town of Rockingham, VT 05154
/39
$319,900
- 3 Beds
- 2 Baths
- 1,758 Sq Ft
96 Brattle St, Brattleboro, VT 05301

Loved and owned by the same family for over 50 years! Very well maintained 1952 Cape with 1 car garage under. This home features first floor bedroom, 2 bedrooms on the second floor. It also has first floor laundry, screen room off the family room, large kitchen and formal living room with fireplace. Two bedrooms and full bath on the second floor round out this wonderful family home. Showings

Darlene Conca Keller Williams Realty Metro-Keene

96 Brattle St, Brattleboro, VT 05301
/46
$1,450,000
- 4 Beds
- 5 Baths
- 4,337 Sq Ft
128 Spaulding Hill Rd, Dummerston, VT 05346

Minutes away from Brattleboro, VT and tucked away in the hills of Dummerston, this is an exquisite property with magnificent views to the south. This home includes 10.2 acres of gently sloping meadows with varieties of cultivated trees, along with mature maples, oaks and pines. The elegant goshen stone patio and curated flower gardens surround an inviting salt water swimming pool. The interior of

Christiane Carroccio TPW Real Estate

128 Spaulding Hill Rd, Dummerston, VT 05346
/41
$650,000
- 3 Beds
- 2 Baths
- 2,700 Sq Ft
177 Hawk Hill, Putney, VT 05346

Travel along the beautiful Westminster West Rd. with views of verdant pastures, sheep and organic vegetable farms, to South Valley Rd. a quiet country road, leading to Hawk Hill, a private drive, shared by one neighbor. At the roads end, this special home is surrounded by 12+ ac., surrounded by meadows, woodlands, vernal pools, a wildlife pond, home to wood ducks and birds and a swimming pond. A

Heidi Bernier Berkley & Veller Greenwood Country

177 Hawk Hill, Putney, VT 05346
/46
$899,000
- 2 Beds
- 4 Baths
- 4,210 Sq Ft
13 Kimball Hill, Putney, VT 05346

EXQUISITE AND RARE VERMONT LOFT-STYLE LIVING in the heart of vibrant Putney Village. Originally a Masonic Hall, this unique offering boasts a 2,330 SF loft-style residence above, & 1,880 SF of 1st-FL space ready for your vision – retail, prof. office, services, residential – what works for you?? Current owner previously operated a Pilates center in the larger 1ST-FL space & rented out other

Dan Normandeau Berkley & Veller Greenwood Country

13 Kimball Hill, Putney, VT 05346
/26
$49,000
- Land
- 1.50 Acres
- $32,667 per Acre
00 E Putney Falls Rd, Putney, VT 05346

1.5 acre +/- corner lot along East Putney Falls Road and Bellows Falls Road (Route 5) with State WW permit in progress for a 3-bedroom home. Driveway access to potential building site off East Putney Falls Road. Level, wooded building area elevated from road. Power at road and adjacent to property. Close to Putney Diner, The General Store, Putney Coop and Landmark College.

Geralyn Donohue Engel & Völkers Okemo

00 E Putney Falls Rd, Putney, VT 05346
/48
$235,000
- 2 Beds
- 1.5 Baths
- 1,056 Sq Ft
145 Morningside Commons, Brattleboro, VT 05301

A touch of class at Morningside Commons! This condo exudes comfort and style from the flowering trees in front through the tasteful interior to the shaded patio in the rear. Updated features include laminate floors, newer carpeting on the stairs, newer cabinetry, ceiling fans in the kitchen and master bedroom, and blinds on all the windows. The community pool and tennis/pickleball courts are only

Sally Fegley BHG Masiello Brattleboro

145 Morningside Commons, Brattleboro, VT 05301
/19
$597,500
- Land
- 48 Acres
- $12,482 per Acre
111 Jockey Hollow Rd, East Dover, VT 05341

Set on 47.87 picturesque acres in East Dover, Vermont, this striking timber-framed barn offers a rare blend of craftsmanship, open land, and mountain lifestyle just minutes from Mount Snow and The Hermitage Club. With open land and sweeping mountain views, the property is ideally suited for a private estate, equestrian retreat, or recreational escape. The custom Timber Framed barn features a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

111 Jockey Hollow Rd, East Dover, VT 05341
/60
$279,000
- 2 Beds
- 1.5 Baths
- 1,040 Sq Ft
260 Depot Rd, Williamsville, VT 05362

What a sweet spot! This one-story ranch house faces south on over an acre of flat open land surrounded by stone walls. On a paved road just minutes from Brattleboro and the village of Williamsville, the house offers easy access and easy one floor living. The sunroom off the garage doubles as a mudroom. The room along the back of the garage provides convenient workshop and/or storage space. Enjoy

Sally Fegley BHG Masiello Brattleboro

260 Depot Rd, Williamsville, VT 05362
/29
$339,900
- 4 Beds
- 2 Baths
- 1,352 Sq Ft
64 Meadowbrook Rd, Brattleboro, VT 05301

SWEET! Sitting on 3/4 of an acre of lovely level land, a corner lot and lots of room for gardening and play! There is a 2 car garage (owner is putting on new doors ) that has been a workshop with insulation, electric and was heated....This gentle one way street encourages sitting on the traditional front porch with a good book, or close your eyes, and nap a bit. The sunny side also has a

Christine Lewis Brattleboro Area Realty

64 Meadowbrook Rd, Brattleboro, VT 05301
/47
$929,000 Open Sat 2PM - 4PM
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
45D Dover Spring Ln, Dummerston, VT 05356

Enjoy the perfect blend of comfort, convenience, and scenic beauty in this exceptional townhome located in the highly desirable Greenspring community. The private setting offers a spacious backyard, mountain views and a nearby pond. This home offers the peace and tranquility of country living while remaining just minutes from skiing and outdoor recreation.Boasting an expansive 3,200 square feet

Melissa Ellis Southern Vermont Realty Group

45D Dover Spring Ln, Dummerston, VT 05356
/16
$488,875
- 5 Beds
- 4 Baths
- 3,064 Sq Ft
176 High St, Brattleboro, VT 05301

Unique opportunity to invest in your own home and have revenue from 2 apartments. Located close to all that Brattleboro has to offer for unique shopping, art, theater and lots of dining venues. The 1st floor apartment has over 1500 square feet of living space with 2+ bedrooms and two bathrooms, its own covered porch and expansive deck. Additionally, there is a spacious eat in kitchen, large

Susan Bellville Bellville Realty

176 High St, Brattleboro, VT 05301
/52
$329,000
- 3 Beds
- 2 Baths
- 1,239 Sq Ft
3185 Higley Hill Rd, Guilford, VT 05301

Originally built for the 1980 Lake Placid Winter Olympics, this iconic A-frame was later relocated to a serene 2+ acre setting in Marlboro Vermont. Tucked away on a quiet paved road, this 3-bedroom, 2-bath home blends rustic charm with thoughtful updates, including spacious additions and featuring a large mudroom—perfect for storing winter gear after a day on the slopes. The open-concept main

Chad Lackey Deerfield Valley Real Estate

3185 Higley Hill Rd, Guilford, VT 05301
/11
$75,000
- Land
- 1.80 Acres
- $41,667 per Acre
L40 Boardman Loop, Wardsboro, VT 05360

Nestled in the desirable Snow Mountain Farms West community, this 1.8-acre wooded lot offers the perfect setting to build your Vermont dream home or getaway. Gently sloping and bordered by the serene Wardsboro Brook (outside the FEMA flood zone), the property combines natural beauty with practical readiness. A state-issued wastewater permit for a 3 bedroom single family home and an individual

Andie Fusco Four Seasons Sotheby's Int'l Realty

L40 Boardman Loop, Wardsboro, VT 05360
/33
$370,000
- 3,489 Sq Ft
164 Church Ave, Westminster, VT 05101

SUPERB OPPORTUNITY to acquire an extremely well-built and maintained Victorian-era 3-family property, in a convenient, yet peaceful environment with a massive, level lot with perimeter fence, filled with mature plantings. The very large 0.6-acre lot could easily accommodate either an accessory dwelling (ADU), OR be subdivided for building a home or another multi-family for additional income. An

Dan Normandeau Berkley & Veller Greenwood Country

164 Church Ave, Westminster, VT 05101
/29
$329,000
- 4 Beds
- 2 Baths
- 1,548 Sq Ft
11 Maple St, Brattleboro, VT 05301

Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here. The

Monica Sumner BHG Masiello Brattleboro

11 Maple St, Brattleboro, VT 05301
/39
$409,000
- 4 Beds
- 1.5 Baths
- 3,224 Sq Ft
25 Westminster Terrace, Bellows Falls, VT 05101

Nestled near the close of a dead-end road in the historic village of Bellows Falls with views of Fall Mountain in NH (the Connecticut River in between), this timeless Victorian owned by the same family for over forty-five years boasts many original features including several porches, ornate original woodwork, high ceilings, and a butler’s pantry. Upstairs you’ll find four bedrooms, a large

Heather Gleim CENTURY 21 North East

25 Westminster Terrace, Bellows Falls, VT 05101
/32
$350,000
- 3 Beds
- 2 Baths
- 1,556 Sq Ft
886 Brook Rd, Halifax, VT 05358

Welcome to this charming and authentic log cabin in Southern Vermont, nestled among evergreens just off a paved road. This cozy retreat features true log construction throughout and offers a warm, inviting atmosphere perfect for year-round enjoyment. Inside, you’ll find a spacious living room with a wood stove, a large kitchen and dining area, and three bedrooms upstairs. Each floor includes a

Monica Sumner BHG Masiello Brattleboro

886 Brook Rd, Halifax, VT 05358
/48
$675,000
- 4 Beds
- 2 Baths
- 1,484 Sq Ft
42 View Rd, Wilmington, VT 05363

Situated in the highly sought-after Chimney Hill Resort community of Wilmington, Vermont, this versatile property offers a unique opportunity for vacation living and rental income. The chalet-inspired main home features an open floor plan with soaring ceilings, an upgraded kitchen with smart home features, and seamless access to a wraparound deck surrounded by mature woods. A detached garage adds

Nick Sicard EXP Realty

42 View Rd, Wilmington, VT 05363
/30
$299,000
- Land
- 58 Acres
- $5,177 per Acre
0 Vermont Route 100, Jamaica, VT 05343

Over 57 IMPRESSIVE ACRES located in a NO ZONING town close to Stratton and Mount Snow! Large tract of land with stunning views from multiple locations throughout the property! State wastewater permit already in place and on file with the State of Vermont for construction of a three bedroom home, see permit number WW-2-5317 attached. So many other options available should you want to subdivide or

Julie Lowe Lowe's Real Estate, LLC

0 Vermont Route 100, Jamaica, VT 05343
/25
$385,000
- 2 Beds
- 1 Bath
- 1,176 Sq Ft
787 Vermont 30, Newfane, VT 05345

Perfect! If you have been looking for a workshop or studio, this is the perfect set up. 30x40, this huge open building has workshop benches, heat, electricity, water hook ups. There is a potential to hook to the septic....even create a 1 bedroom apartment. On top of this great find, there is a 2 car detached garage that can be also used for storage, a workshop or just plain garage! And, it

Christine Lewis Brattleboro Area Realty

787 Vermont 30, Newfane, VT 05345
/8
$260,000
- 3 Beds
- 2 Baths
- 2,262 Sq Ft
570 Rockingham Rd, Bellows Falls, VT 05101

What a great opportunity! This property in its heyday was a thriving Gift Shop and small campground, the owners lived on premises in a charming dormered cape. It has since fallen in disrepair but offers endless opportunity to the right person! The house is a three bedroom cape with a small attached studio apartment and a two car garage with a level, sunny,and private yard. The Gift Shop is almost

Oona Madden Berkley & Veller Greenwood Country

570 Rockingham Rd, Bellows Falls, VT 05101
/32
$25,000
- Land
- 1.00 Acre
- $25,000 per Acre
0 Big Bend Loop Unit 5039354, Wilmington, VT 05363

One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities Chimney

Sigrid Pickering Chimney Hill Realty

0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
/33
$425,000
- 1 Bed
- 1 Bath
- 700 Sq Ft
6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360

Excellent opportunity to be close to everything Vermont has to offer and still feel secluded. This off grid efficient home is so easy to live in, get to and enjoy. IF you'd like to be on grid you're only about 7 power poles away. This offering is for currently combined 2 buildable lots which were subdivided many years ago. There is wonderful access to the woods for all activities. You can

Steve Goldfarb Deerfield Valley Real Estate

6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360
/28
$630,000
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
12 Conifer Ln, Wilmington, VT 05363

Welcome to 12 Conifer Lane, your private 3 bedroom 3 bath escape in beautiful Southern Vermont. Built with quality construction and a 5 star energy rating, this home is move-in ready and should provide years of stress free ownership. The feeling inside is comfortable and cozy. Cathedral ceilings in the open concept living and dining room are anchored by the wood burning fireplace, making it a

Mike Masters Four Seasons Sotheby's Int'l Realty

12 Conifer Ln, Wilmington, VT 05363
/14
$68,000
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
4 Brookwood Dr, West Brattleboro, VT 05301

Well-maintained single-wide mobile home on a double lot in Tri-Park Coop. Fresh paint and new flooring throughout, newer appliances, and new hot water heater. This home has a light-filled living room, spacious eat-in kitchen, and primary bedroom with half-bath and custom barn door. Enjoy the sounds of the brook from the covered porch and large fenced-in yard with space for gardening. There is a

Cassandra Ehrlich BHG Masiello Brattleboro

4 Brookwood Dr, West Brattleboro, VT 05301
/7
$499,000
- Land
- 2.00 Acres
- $249,500 per Acre
70 Overlook Dr, Dover, VT 05356

Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

Adam Palmiter Berkley & Veller Greenwood/Dover

70 Overlook Dr, Dover, VT 05356
/20
$450,000
- 4 Beds
- 3.5 Baths
- 2,575 Sq Ft
3730 Route 100, Wardsboro, VT 05355

Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.

Ginny Read Read Realty LTD

3730 Route 100, Wardsboro, VT 05355
/35
$32,000
- 1 Bed
- 2 Baths
- 709 Sq Ft
115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units; Studio unit (117) Queen murphy bed , kitchenette and a full bathroom. Hotel unit (115) Two king beds and a full bathroom. Both units have balconies!Units are located on the mountain side of the hotel and just down the hallway from the Spa, ski locker, health club and pool..

Kelly Agrillo Southern Vermont Realty Group

115/17 Qtr.4,89 Grand Summit Way, Dover, VT 05356
/60
$639,000
- 5 Beds
- 2.5 Baths
- 3,000 Sq Ft
673 Route 121 E, Grafton, VT 05146

Step into a classic Vermont farmhouse from the 1830s, built by a successful mill owner and loved by its current stewards for over fifty years. Minutes from the center of charming Grafton and only thirty minutes from Okemo, this beautiful property offers wide, level lawns and sits on 45 acres of untouched woodland in the hills behind—never logged and fully unencumbered. Inside, the original

Keri Cole Williamson Group Sothebys Intl. Realty

673 Route 121 E, Grafton, VT 05146
/26
$745,000
- 18 Beds
- 8 Baths
- 4,932 Sq Ft
29 Canal St, Brattleboro, VT 05301

High cash flow 100% occupied 8 unit located in downtown Brattleboro. This property was recently renovated and is being listed at a 11% cap and an annual Net Operating Income estimated at north of ~$80K (12% cap without management fees). The property features an attractive mix of unit types and sizes including 4x rarely available oversized 3br, 2x2br and 2x1brA new owner can step into to this

Michael Gilman 3GEN Real Estate Inc

29 Canal St, Brattleboro, VT 05301
/29
$849,000
- 3 Beds
- 2 Baths
- 2,216 Sq Ft
601 Bellows Falls Rd, Putney, VT 05346

A special and unique offering of a 40 acre homestead in sought after Putney, Vermont. Set back from the road on a private drive is a 3-4 bedroom cape with full basement and attached two car garage. Special features include an observatory room, entry foyer with spacious office, quality built-ins, dormers and a swimming pond. A second building offers a rustic exterior, modern interior, wonderful

Jody Graves Berkley & Veller Greenwood Country

601 Bellows Falls Rd, Putney, VT 05346
/37
$365,000
- 4 Beds
- 1.5 Baths
- 2,115 Sq Ft
3432 Us Route 5, Westminster, VT 05158

A classic, stately Vermont Colonial wonderfully set on well over an acre of level land in Westminster, the oldest existing village in Vermont. This storied home was first the parsonage for the First Congregational Church, established in 1767. As was the custom of the time, the property was developed in phases. One of the first buildings was the large barn now situated behind the house, where

Bill Hickok Berkley & Veller Greenwood Country

3432 Us Route 5, Westminster, VT 05158
/27
$410,000
- 3 Beds
- 1.5 Baths
- 1,883 Sq Ft
2193 Old County Rd, West Halifax, VT 05358

This hidden gem is waiting for you. Come sit on your back deck and enjoy the view. This home has 3 bedrooms and 2 bathrooms; it sits on 10 acres of peace and quiet. If you enjoy the outdoors this offers hiking trails and access to ATV trails as well. This home also offers a full walk out basement, 2 car garage and plenty of storage in the basement, you could also finish off a room or two and

Peggy Winchester ACORN REAL ESTATE GROUP LLC

2193 Old County Rd, West Halifax, VT 05358
/14
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area lifts

John Sikes Stratton Real Estate

63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
/33
$399,000
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
33 Frost Place, Brattleboro, VT 05301

Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably from the

Keith Nowak Four Seasons Sotheby's Int'l Realty

33 Frost Place, Brattleboro, VT 05301

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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.