391

Windham County VT Homes for Sale

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  • 124 Forrester Rd, Stratton, VT 05360
    124 Forrester Rd, Stratton, VT 05360
    124 Forrester Rd, Stratton, VT 05360
    /57

    $695,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    124 Forrester Rd, Stratton, VT 05360

    OPEN HOUSE SATURDAY 6/6, 11AM-1PM. 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

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    (802) 727-7489

    124 Forrester Rd, Stratton, VT 05360
  • 191 Pingree Park Ln, Londonderry, VT 05148
    191 Pingree Park Ln, Londonderry, VT 05148
    191 Pingree Park Ln, Londonderry, VT 05148
    /23

    $127,000

    • Land
    • 2.07 Acres
    • $61,353 per Acre

    191 Pingree Park Ln, Londonderry, VT 05148

    2.07 acres with 140' riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 213-7597

    191 Pingree Park Ln, Londonderry, VT 05148
  • 1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    /60

    $3,800,000

    $2M PRICE DROP
    • 4 Beds
    • 8 Baths
    • 16,736 Sq Ft

    1950 Collins Rd, Brattleboro, VT 05301

    Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 317-7158

    1950 Collins Rd, Brattleboro, VT 05301
  • 192 Pingree Park Ln, Londonderry, VT 05148
    192 Pingree Park Ln, Londonderry, VT 05148
    192 Pingree Park Ln, Londonderry, VT 05148
    /23

    $142,000

    $12K PRICE INCREASE
    • Land
    • 2.19 Acres
    • $64,840 per Acre

    192 Pingree Park Ln, Londonderry, VT 05148

    2.17 acres with 199' of riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 471-3006

    192 Pingree Park Ln, Londonderry, VT 05148
  • 51 Golding Rd, Windham, VT 05359
    51 Golding Rd, Windham, VT 05359
    51 Golding Rd, Windham, VT 05359
    /31

    $245,000

    $14K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    51 Golding Rd, Windham, VT 05359

    Tucked away on a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in a clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 802-9554

    51 Golding Rd, Windham, VT 05359
  • 315 Windham Springs Rd, West Townshend, VT 05359
    315 Windham Springs Rd, West Townshend, VT 05359
    315 Windham Springs Rd, West Townshend, VT 05359
    /40

    $395,000

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    315 Windham Springs Rd, West Townshend, VT 05359

    Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete

    Agent Photo

    Christopher Cummings

    Cummings & Co

    (802) 882-6898

    315 Windham Springs Rd, West Townshend, VT 05359
  • 1035 Vermont 121, Windham, VT 05359
    1035 Vermont 121, Windham, VT 05359
    1035 Vermont 121, Windham, VT 05359
    /51

    $799,000

    • 4 Beds
    • 5 Baths
    • 3,992 Sq Ft

    1035 Vermont 121, Windham, VT 05359

    Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A

    Jamie Wylie Stratton Real Estate

    1035 Vermont 121, Windham, VT 05359
  • 761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    /33

    $915,000

    • 3 Beds
    • 2.5 Baths
    • 1,529 Sq Ft

    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360

    A rare opportunity in Long Trail House, this corner residence has been thoughtfully reimagined from two separate units into a spacious, fully renovated retreat designed for flexible living. The expanded layout now includes multiple sleeping areas and a den/office, offering versatility for guests or remote work. Natural light fills the home thanks to its corner position, while open living space

    Edwin Kevil Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
  • 89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    /33

    $1,760,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

    This Sun Bowl townhome delivers true ski-in/ski-out access, offering direct connection to Stratton's slopes right from your door. Designed for both comfort and functionality, the home features a bright, open layout with hardwood floors and a striking floor-to-ceiling stone fireplace that defines the main living space. Spanning multiple levels, the layout provides flexibility for hosting and

    Edwin Kevil Stratton Real Estate

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
  • 12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    /26

    $529,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360

    Experience Stratton Mountain living in this well-appointed 1-bedroom, 1-bath condo in the desirable Ober Tal community. Set just off the ski trail with convenient access nearby, this unit offers the benefits of trailside living with a touch more privacy. Inside, the condo has been thoughtfully updated with warm wood and stone accents that create a classic mountain feel, centered around a cozy

    Trent Stephens Wohler Realty Group

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
  • 81 Parish Hill Rd Unit 26, Newfane, VT 05345
    81 Parish Hill Rd Unit 26, Newfane, VT 05345
    81 Parish Hill Rd Unit 26, Newfane, VT 05345
    /79

    $189,900

    $85K PRICE DROP
    • Land
    • 22.32 Acres
    • $8,508 per Acre

    81 Parish Hill Rd Unit 26, Newfane, VT 05345

    Tucked away in the quiet hills of South Newfane, Vermont, this property presents an excellent opportunity to own a secluded off-grid retreat with endless potential. Spanning 22.32 acres of mixed timberland, the land offers both natural beauty and outdoor recreation, while the cabin provides a comfortable base that is already well on its way to completion. The cabin itself measures 715 square feet

    Chad Bruyette Whitetail Properties Real Estate

    81 Parish Hill Rd Unit 26, Newfane, VT 05345
  • 47 Whites Hill Rd, Dover, VT 05341
    47 Whites Hill Rd, Dover, VT 05341
    47 Whites Hill Rd, Dover, VT 05341
    /39

    $499,000

    $20K PRICE DROP
    • Land
    • 80.11 Acres
    • $6,229 per Acre

    47 Whites Hill Rd, Dover, VT 05341

    Escape to Your Private 80-Acre Paradise – Nature, Adventure, and Opportunity Await! Discover the perfect blend of natural beauty and endless outdoor adventure on this breathtaking 80-acre property, nestled in a peaceful and pristine setting. With towering maple trees ready for harvesting or simply to enjoy for their beauty and shade, this land offers both recreational enjoyment and income

    Joe Castaluccio Winhall Real Estate

    47 Whites Hill Rd, Dover, VT 05341
  • Higley Hill Rd, Wilmington, VT 05363
    Higley Hill Rd, Wilmington, VT 05363
    Higley Hill Rd, Wilmington, VT 05363
    /12

    $999,000

    • Land
    • 12.2 Acres
    • $81,885 per Acre

    Higley Hill Rd, Wilmington, VT 05363

    Looking for Vermont land with privacy, natural beauty, and development potential? This 12.2-acre parcel in Windham County offers a peaceful escape tucked into the woods, ideal for buyers seeking recreational land, a homestead site, or a rural retreat. With 250 ft of road frontage on Higley Hill Rd, the property is easily accessible while still offering seclusion.The terrain is wooded and

    Community Lands Community Lands

    Higley Hill Rd, Wilmington, VT 05363
  • Lot X Tyanoga Rd, Whitingham, VT 05361
    Lot X Tyanoga Rd, Whitingham, VT 05361
    Lot X Tyanoga Rd, Whitingham, VT 05361
    /7

    $399,000

    • Land
    • 30 Acres
    • $13,300 per Acre

    Lot X Tyanoga Rd, Whitingham, VT 05361

    Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot X Tyanoga Rd, Whitingham, VT 05361
  • 12 Lilla Ln, Wilmington, VT 05363
    12 Lilla Ln, Wilmington, VT 05363
    12 Lilla Ln, Wilmington, VT 05363
    /21

    $489,000

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    12 Lilla Ln, Wilmington, VT 05363

    Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private

    Adam Palmiter Berkley & Veller Greenwood/Dover

    12 Lilla Ln, Wilmington, VT 05363
  • 33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    33 Oak St, Brattleboro, VT 05301
    /24

    $495,000

    $55K PRICE DROP
    • 4,116 Sq Ft

    33 Oak St, Brattleboro, VT 05301

    This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the

    Kate Barry EXP Realty

    33 Oak St, Brattleboro, VT 05301
  • 148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    /31

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

    148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit and hot tub.

    Andrew King Stratton Real Estate

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
  • 0 Dover Rd Unit 5054979, Newfane, VT 05345
    0 Dover Rd Unit 5054979, Newfane, VT 05345
    0 Dover Rd Unit 5054979, Newfane, VT 05345
    /15

    $67,500

    $12K PRICE DROP
    • Land
    • 3.5 Acres
    • $19,286 per Acre

    0 Dover Rd Unit 5054979, Newfane, VT 05345

    Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    0 Dover Rd Unit 5054979, Newfane, VT 05345
  • 1871 W Hill Rd, Townshend, VT 05353
    1871 W Hill Rd, Townshend, VT 05353
    1871 W Hill Rd, Townshend, VT 05353
    /31

    $695,000

    $170K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 2,481 Sq Ft

    1871 W Hill Rd, Townshend, VT 05353

    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

    Kim Meeker Southern Vermont Realty Group

    1871 W Hill Rd, Townshend, VT 05353
  • Lot 3 Old Mill Ln, Wilmington, VT 05363
    Lot 3 Old Mill Ln, Wilmington, VT 05363
    Lot 3 Old Mill Ln, Wilmington, VT 05363
    /30

    $749,000

    • Land
    • 2.57 Acres
    • $291,440 per Acre

    Lot 3 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 3 Old Mill Ln, Wilmington, VT 05363
  • 62 Potter Rd, Wardsboro, VT 05355
    62 Potter Rd, Wardsboro, VT 05355
    62 Potter Rd, Wardsboro, VT 05355
    /24

    $799,999

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    62 Potter Rd, Wardsboro, VT 05355

    Brand-new construction in process in Wardsboro, set on a spacious 2-acre parcel. Introducing a brand-new 3-bedroom, 3.5-bath home is slated for completion in late fall 2026. Inside, you’ll find beautiful natural light, wide-plank pine flooring, oversized windows, and an inviting, bright living space. The main level offers an open-concept layout with a well-appointed kitchen, dining area, and

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    62 Potter Rd, Wardsboro, VT 05355
  • 0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    /5

    $139,000

    $36K PRICE DROP
    • Land
    • 8.52 Acres
    • $16,315 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • 206 Smith Rd, Jamaica, VT 05343
    206 Smith Rd, Jamaica, VT 05343
    /2

    $89,900

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft

    206 Smith Rd, Jamaica, VT 05343

    Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run

    Christine Lewis Brattleboro Area Realty

    206 Smith Rd, Jamaica, VT 05343
  • 0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301
    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301
    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301
    /8

    $119,999

    • Land
    • 15 Acres
    • $8,000 per Acre

    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301

    Hillside building lot deeded for one beautiful home, with a straight-ahead view of inspiring mountains and valleys to the south. The property is moderately sloped near the road but more flat at the highest elevation, with benches of level ground at intervals up and down the land. A network of hiking trails is blazed across the property, but the easiest way to view the high ground is what remains

    David White OwnerEntry.com

    0 Carpenter Hill Rd Unit 5090787, Guilford, VT 05301
  • 1041 Church Hollow Rd, Brattleboro, VT 05301
    1041 Church Hollow Rd, Brattleboro, VT 05301
    1041 Church Hollow Rd, Brattleboro, VT 05301
    /51

    $538,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    1041 Church Hollow Rd, Brattleboro, VT 05301

    Country quiet and tranquility! Sun dappled trees and seventeen woodland acres surround this comfortable seven room, four bedroom, two and half bath house and two car garage. A peaceful setting where views from the deck, porch and every window take in the richness of nature and give a feeling of solitude. Built in 1987, this 2567 SF home has been much loved and well cared for. Designed for easy

    Kathy Dowd Bellville Realty

    1041 Church Hollow Rd, Brattleboro, VT 05301
  • 116 Teacher Rd, Jamaica, VT 05343
    116 Teacher Rd, Jamaica, VT 05343
    116 Teacher Rd, Jamaica, VT 05343
    /35

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 2,359 Sq Ft

    116 Teacher Rd, Jamaica, VT 05343

    Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time

    Carrie Mathews Winhall Real Estate

    116 Teacher Rd, Jamaica, VT 05343
  • 0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
    /2

    $70,000

    • Land
    • 2.01 Acres
    • $34,826 per Acre

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

    Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails. Enjoy the peace of a quiet country setting where you can listen to

    Kerry Mulverhill

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
  • 48 Pleasant St, Brattleboro, VT 05301
    48 Pleasant St, Brattleboro, VT 05301
    48 Pleasant St, Brattleboro, VT 05301
    /6

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,744 Sq Ft

    48 Pleasant St, Brattleboro, VT 05301

    This handsome two unit home is located on desirable Pleasant Street and includes a large yard with plenty of parking. Each unit is 2 bedrooms, bath, living room and kitchen and they feature softwood flooring, bulls eye molding, replacement windows, decking and a covered front porch. Tenant pays for Electric and Heat and each unit has new Buderus boilers. W&D hookup up and Coin washer and dryer in

    Robert Doyle Berkley & Veller Greenwood Country

    48 Pleasant St, Brattleboro, VT 05301
  • 392 Lake Raponda Rd, Wilmington, VT 05363
    392 Lake Raponda Rd, Wilmington, VT 05363
    392 Lake Raponda Rd, Wilmington, VT 05363
    /39

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,524 Sq Ft

    392 Lake Raponda Rd, Wilmington, VT 05363

    A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake — with a private dock — just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats

    Adam Palmiter Berkley & Veller Greenwood/Dover

    392 Lake Raponda Rd, Wilmington, VT 05363
  • 74 N Brookwood Rd, Stratton, VT 05360
    74 N Brookwood Rd, Stratton, VT 05360
    74 N Brookwood Rd, Stratton, VT 05360
    /32

    $1,975,000

    • 4 Beds
    • 3 Baths
    • 3,212 Sq Ft

    74 N Brookwood Rd, Stratton, VT 05360

    PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs

    Paul Marino WWW.FLATFEEMLS4FREE.COM

    74 N Brookwood Rd, Stratton, VT 05360
  • 135 Overlook Dr, Londonderry, VT 05148
    135 Overlook Dr, Londonderry, VT 05148
    135 Overlook Dr, Londonderry, VT 05148
    /59

    $425,000

    • 5 Beds
    • 3 Baths
    • 1,440 Sq Ft

    135 Overlook Dr, Londonderry, VT 05148

    Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148
  • 5 Pinnacle View Rd, Dover, VT 05356
    5 Pinnacle View Rd, Dover, VT 05356
    5 Pinnacle View Rd, Dover, VT 05356
    /9

    $198,000

    • Land
    • 31,798 Sq Ft
    • $271,233 per Acre

    5 Pinnacle View Rd, Dover, VT 05356

    With views of Mount Snow, this exceptional 0.73-acre parcel is the perfect setting for your dream mountain retreat. Located in the resort district, short-term rentals are permitted, making this a prime investment opportunity or an ideal family legacy home for generations to enjoy. Just off Route 100, a one-minute drive to the lifts at Mount Snow,an Epic Pass mountain, offering world-class skiing

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    5 Pinnacle View Rd, Dover, VT 05356
  • 2416 Stage Rd, Guilford, VT 05301
    2416 Stage Rd, Guilford, VT 05301
    2416 Stage Rd, Guilford, VT 05301
    /46

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,353 Sq Ft

    2416 Stage Rd, Guilford, VT 05301

    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

    Chris Long BHG Masiello Brattleboro

    2416 Stage Rd, Guilford, VT 05301
  • 69 Grove St, Brattleboro, VT 05301
    69 Grove St, Brattleboro, VT 05301
    /2

    $245,000

    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft

    69 Grove St, Brattleboro, VT 05301

    69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent

    Robert Doyle Berkley & Veller Greenwood Country

    69 Grove St, Brattleboro, VT 05301
  • 564 Upper Dam Rd, Wilmington, VT 05363
    564 Upper Dam Rd, Wilmington, VT 05363
    564 Upper Dam Rd, Wilmington, VT 05363
    /37

    $50,000

    • Land
    • 40,510 Sq Ft
    • $53,763 per Acre

    564 Upper Dam Rd, Wilmington, VT 05363

    Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363
  • 219 High St Unit 3, Brattleboro, VT 05301
    219 High St Unit 3, Brattleboro, VT 05301
    219 High St Unit 3, Brattleboro, VT 05301
    /23

    $139,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    219 High St Unit 3, Brattleboro, VT 05301

    Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share

    Kristen Ziter Taylor Brattleboro Area Realty

    219 High St Unit 3, Brattleboro, VT 05301
  • 422 Governor Hunt Rd, Vernon, VT 05354
    422 Governor Hunt Rd, Vernon, VT 05354
    422 Governor Hunt Rd, Vernon, VT 05354
    /58

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    422 Governor Hunt Rd, Vernon, VT 05354

    Extremely well-built 3-bedroom, 1.5-bath home with a full basement and ideally located across from Vernon Elementary School. This inviting property sits on a level, sunny 1.5-acre lot framed by mature trees and features a sidewalk along the road, adding both convenience and neighborhood charm.The home offers both a front and rear screened-in porch, perfect for relaxing, entertaining, or

    Kerry Mulverhill

    422 Governor Hunt Rd, Vernon, VT 05354
  • 33 W Main St, Wilmington, VT 05363
    33 W Main St, Wilmington, VT 05363
    33 W Main St, Wilmington, VT 05363
    /31

    $459,000

    • 1 Bed
    • 2.5 Baths
    • 2,076 Sq Ft

    33 W Main St, Wilmington, VT 05363

    Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33 W Main St, Wilmington, VT 05363
  • 1192 Chapel Hill Rd, Whitingham, VT 05361
    1192 Chapel Hill Rd, Whitingham, VT 05361
    1192 Chapel Hill Rd, Whitingham, VT 05361
    /58

    $329,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1192 Chapel Hill Rd, Whitingham, VT 05361

    Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level,

    Cliff Leinonen Four Seasons Sotheby's Int'l Realty

    1192 Chapel Hill Rd, Whitingham, VT 05361
  • 5 Sports Center Village Way Unit A-11, Dover, VT 05356
    5 Sports Center Village Way Unit A-11, Dover, VT 05356
    5 Sports Center Village Way Unit A-11, Dover, VT 05356
    /41

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    5 Sports Center Village Way Unit A-11, Dover, VT 05356

    Ski-to this charming 2 bedroom, 2 bath condo at Seasons on Mount Snow. Conveniently located, a 5 minute walk to the slopes and steps away from the incredible amenity center. Seasons is known for having one of the best amenity packages at Mount Snow, including indoor/outdoor pools, hot tubs, fitness center, game room, locker rooms, tennis courts, owner lounge, and so much more. The open concept

    Jillian Wimmelman Deerfield Valley Real Estate

    5 Sports Center Village Way Unit A-11, Dover, VT 05356

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