1,265

Southern Vermont, VT Homes for Sale

Section Image
  • 87 High St, West Rutland, VT 05777
    87 High St, West Rutland, VT 05777
    87 High St, West Rutland, VT 05777
    /23

    $189,900

    • 2 Beds
    • 1.5 Baths
    • 1,180 Sq Ft

    87 High St, West Rutland, VT 05777

    WEST RUTLAND: Move-in condition, quiet and convenient location. Open kitchen and dining room, living room, charming French doors to office/study on first floor with 1/4 bath, 2-bedrooms upstairs and full bath. Front porch and back enclosed porch, leading to backyard. Shed attached to back of house. Newer roofs over kitchen and shed and updated heating system. Affordable and won't last long! Close

    Owen Loughan Westside Real Estate

    87 High St, West Rutland, VT 05777
  • 226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
    /48

    $32,000

    • 1 Bed
    • 2 Baths
    • 846 Sq Ft

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit comfortably sleeps 8 and features 2 full baths, a kitchen/dining area, and stunning valley views. Unit 226 is a

    Donna Brown Skihome Realty

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
  • 2366 Middletown Rd, Landgrove, VT 05148
    2366 Middletown Rd, Landgrove, VT 05148
    2366 Middletown Rd, Landgrove, VT 05148
    /12

    $325,000

    • Land
    • 3.42 Acres
    • $95,029 per Acre

    2366 Middletown Rd, Landgrove, VT 05148

    This property is within walking distance to the village of Londonderry and overlooks the town from its location approximately 500 paces up the hill on Middletown Road. The lot encompasses a hill that gives it privacy and security. Spring water flows to the base of the hill at one end of the propertyThe village commercial zoning gives the site options for multiple residential units (condos?),

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    2366 Middletown Rd, Landgrove, VT 05148
  • 124 S Branch St, Bennington, VT 05201
    124 S Branch St, Bennington, VT 05201
    124 S Branch St, Bennington, VT 05201
    /13

    $295,000

    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    124 S Branch St, Bennington, VT 05201

    Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups—perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With

    Julie Glover Mahar McCarthy Real Estate

    124 S Branch St, Bennington, VT 05201
  • 197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    /32

    $1,697,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    197 Lake Raponda Rd, Wilmington, VT 05363

    This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

    Adam Palmiter Berkley & Veller Greenwood/Dover

    197 Lake Raponda Rd, Wilmington, VT 05363
  • 0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001
    0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001
    0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001
    /12

    $137,000

    • Land
    • 5.39 Acres
    • $25,417 per Acre

    0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001

    5.39+/- acre Parcels of land (when combined) in HARTFORD / WHITE RIVER JUNCTION, VT. located on Woodlawn Drive just off the VA Cut Off Road! If you've been having a hard time finding the right home in this very tight housing market or if you've been dreaming about new construction in the Hartford / Upper Valley area than look no further. These building lots are conveniently located only 1 mile

    Alex DeFelice The Clerkin Agency, P.C.

    0 Woodlawn Dr Unit 2 & 3 5063379, Hartford, VT 05001
  • 84 Old Barn Ln, West Windsor, VT 05089
    84 Old Barn Ln, West Windsor, VT 05089
    84 Old Barn Ln, West Windsor, VT 05089
    /35

    $599,000

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    84 Old Barn Ln, West Windsor, VT 05089

    Breathtaking Views of Mt. Ascutney & the Valley Beyond!Welcome to this stunning custom-built 4-bedroom, 3-bath home where every window frames a masterpiece. Sweeping, panoramic views of majestic Mt. Ascutney and the rolling hillsides create an awe-inspiring backdrop you'll never tire of — whether sipping morning coffee or watching the sunset paint the peaks gold on a 900 square foot

    Katie Ladue Gilbert BHHS Verani Upper Valley

    84 Old Barn Ln, West Windsor, VT 05089
  • 89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    /24

    $18,000

    • 1 Bed
    • 2 Baths
    • 840 Sq Ft

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
  • 32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
    /19

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

    Owner open to offers. This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions

    Adam Palmiter Berkley & Veller Greenwood/Dover

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
  • 3078 N Hollow Rd, Rochester, VT 05767
    3078 N Hollow Rd, Rochester, VT 05767
    3078 N Hollow Rd, Rochester, VT 05767
    /35

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,208 Sq Ft

    3078 N Hollow Rd, Rochester, VT 05767

    Nestled in the picturesque hollows of Rochester, Vermont, this charming and fully updated home offers the ease of one-level living in a modest yet wonderfully comfortable package. Antique softwood floors, knotty pine ceilings, and a large bay window framing beautiful North Hollow views create a warm and inviting atmosphere, while the open floor plan is equally suited for entertaining and intimate

    Kyle Kershner Killington Pico Realty

    3078 N Hollow Rd, Rochester, VT 05767
  • 29 Victor Place, Rutland, VT 05701
    29 Victor Place, Rutland, VT 05701
    29 Victor Place, Rutland, VT 05701
    /43

    $499,000

    • 3 Beds
    • 2 Baths
    • 3,192 Sq Ft

    29 Victor Place, Rutland, VT 05701

    Welcome to Rutland, Vermont. Tucked near the end of a dead-end road in Rutland’s desirable Northeast neighborhood, this beautifully built 2022 Cape offers modern design, comfort and convenience.This three-bedroom, two-bath home features clean lines, bright interiors and a thoughtful layout. The spacious, open kitchen—complete with stainless steel appliances—flows seamlessly into the dining

    Katie McFadden RE/MAX North Professionals

    29 Victor Place, Rutland, VT 05701
  • 115 Horseshoe Dr, Brownsville, VT 05037
    115 Horseshoe Dr, Brownsville, VT 05037
    115 Horseshoe Dr, Brownsville, VT 05037
    /42

    $499,000

    • 5 Beds
    • 3 Baths
    • 3,120 Sq Ft

    115 Horseshoe Dr, Brownsville, VT 05037

    Tucked away at the end of a quiet dirt road, this well-maintained and inviting home offers the perfect blend of privacy and comfort. Set on a secluded lot, the property provides ample space to relax and unwind, featuring two bright and versatile four-season porches ideal for enjoying the surrounding natural beauty year-round. Inside, a spacious living room serves as the heart of the home,

    Katie Ladue Gilbert BHHS Verani Upper Valley

    115 Horseshoe Dr, Brownsville, VT 05037
  • 10 Byington Unit F1, Winhall, VT 05340
    10 Byington Unit F1, Winhall, VT 05340
    10 Byington Unit F1, Winhall, VT 05340
    /13

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    10 Byington Unit F1, Winhall, VT 05340

    The first showings will be at the open house 3/8/26 from 2-4 pm.Welcome to your Vermont mountain retreat in the sought-after Winhall Acres community. This charming 3-bedroom plus loft, 2-bath condominium chalet offers the perfect blend of comfort, convenience, and year-round adventure.The home features a smart and inviting layout designed for both relaxing and entertaining. Three

    Carrie Mathews Winhall Real Estate

    10 Byington Unit F1, Winhall, VT 05340
  • 354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
    /16

    $23,000

    • 1 Bath
    • 407 Sq Ft

    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
  • 37 South St, Woodstock, VT 05091
    37 South St, Woodstock, VT 05091
    37 South St, Woodstock, VT 05091
    /39

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    37 South St, Woodstock, VT 05091

    Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    37 South St, Woodstock, VT 05091
  • 36 Boulder Ridge Dr, Dover, VT 05356
    36 Boulder Ridge Dr, Dover, VT 05356
    36 Boulder Ridge Dr, Dover, VT 05356
    /40

    $1,580,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    36 Boulder Ridge Dr, Dover, VT 05356

    Brand new luxury townhome with breathtaking Mount Snow & Hermitage Club views. Introducing a newly built, well thought out townhome spanning over 4,300 square feet, perfectly positioned just minutes from Mount Snow and The Hermitage Club. This exquisite residence combines modern mountain living with upscale comfort, offering five spacious bedrooms and five beautifully appointed bathrooms. Step

    John Redd Skihome Realty

    36 Boulder Ridge Dr, Dover, VT 05356
  • Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    /24

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an opportunity to own a 1.3 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

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363
  • 7 Frederic St, Springfield, VT 05156
    7 Frederic St, Springfield, VT 05156
    7 Frederic St, Springfield, VT 05156
    /30

    $229,900

    • 4 Beds
    • 2 Baths
    • 1,540 Sq Ft

    7 Frederic St, Springfield, VT 05156

    This charming 4 bedroom cape is ready for someone to move right in! The roof was just replaced, and it has newer windows, oil tank and vinyl siding. The interior is so nice and clean with recent paint too, with beautiful hardwood floors. Many of these capes built in the early 1940's had only three bedrooms and one bath, but this one has four, PLUS a nice family room and 3/4 bathroom in the

    Glenn Olney Barrett and Valley Associates Inc.

    7 Frederic St, Springfield, VT 05156
  • 0 Markham Mountain Rd, Andover, VT 05143
    0 Markham Mountain Rd, Andover, VT 05143
    0 Markham Mountain Rd, Andover, VT 05143
    /19

    $595,000

    • Land
    • 220.11 Acres
    • $2,703 per Acre

    0 Markham Mountain Rd, Andover, VT 05143

    Discover 220± acres of pristine woodland offering the ultimate blend of privacy, recreation, and opportunity. With a mix of gently level terrain and elevated ridgelines that may offer sweeping mountain views, this remarkable parcel provides endless possibilities — from a private estate setting to potential subdivision. The VAST snowmobile trail runs directly through a portion of the property,

    Kevin Barnes William Raveis Real Estate Vermont Properties

    0 Markham Mountain Rd, Andover, VT 05143
  • 773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
    /21

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

    Set on 4 scenic acres in Shaftsbury Hollow, this special property offers a rare blend of open pasture, mature woodland, and frontage along the Little White Creek. The setting is both peaceful and recreational—ideal for those seeking a true Vermont escape. Enjoy natural shade along the water’s edge, spend summer days swimming or casting for brook trout, and gather around the campfire under the

    Jenifer Prouty Hoffman Hoffman Real Estate

    773 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
  • 169 Butternut Rd, Hartford, VT 05001
    169 Butternut Rd, Hartford, VT 05001
    169 Butternut Rd, Hartford, VT 05001
    /38

    $521,400

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    169 Butternut Rd, Hartford, VT 05001

    This brand-new, never-lived-in Ranch-style home in Hartford was originally started in 2024 as a model home—so you know it was built with extra attention to detail and design. It’s perfect for those who want to spend their weekends living, not chasing down a contractor. Skip the renovation stress. It’s new, it’s ready, and offers a clean 3-bedroom, 2-bathroom single-level layout with the ultimate

    Holly Hall Hall Collins Real Estate Group

    169 Butternut Rd, Hartford, VT 05001
  • 49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    /27

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft

    49 High Point Dr Unit A-14, Stratton, VT 05360

    Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    49 High Point Dr Unit A-14, Stratton, VT 05360
  • 195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    195 Mann Rd Unit 12, Wilmington, VT 05363
    /52

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,814 Sq Ft

    195 Mann Rd Unit 12, Wilmington, VT 05363

    Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is

    Donald Koelsch Deerfield Valley Real Estate

    195 Mann Rd Unit 12, Wilmington, VT 05363
  • 3153 Vermont Route 100, Wardsboro, VT 05355
    3153 Vermont Route 100, Wardsboro, VT 05355
    3153 Vermont Route 100, Wardsboro, VT 05355
    /28

    $235,000

    • 2 Beds
    • 1 Bath
    • 970 Sq Ft

    3153 Vermont Route 100, Wardsboro, VT 05355

    Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard—perfect for easy outdoor

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    3153 Vermont Route 100, Wardsboro, VT 05355
  • 320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356
    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356
    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356
    /36

    $39,900

    • 2 Beds
    • 3 Baths
    • 1,008 Sq Ft

    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356

    Quarter share (deeded interval 1) ownership at the Grand Summit at the base of Mount Snow, offering 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This 2-bedroom, 3-bath unit is located on the third floor and on the valley side of the hotel and sleeps eight with 1008 sq ft. Unit 322

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    320 322 Qtr1 89 Grand Summit Way Unit 320 322, Dover, VT 05356
  • 408 Old Guilford Rd, Brattleboro, VT 05301
    408 Old Guilford Rd, Brattleboro, VT 05301
    408 Old Guilford Rd, Brattleboro, VT 05301
    /35

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,480 Sq Ft

    408 Old Guilford Rd, Brattleboro, VT 05301

    This is the first time this home is being offered for sale. Owned and maintained by the same owner for the past 46 years! This home is hidden from the road. Enter via the Right of Way and the land opens up into a lovely private, garden filled yard. This property abuts the Fort Dummer State Park, so you've got miles of trails in your back yard! The ranch style living offers an open concept

    Victoria Woods Brattleboro Area Realty

    408 Old Guilford Rd, Brattleboro, VT 05301
  • Lot 4A U S 4, Killington, VT 05751
    Lot 4A U S 4, Killington, VT 05751
    Lot 4A U S 4, Killington, VT 05751
    /11

    $165,000

    • Land
    • 11.3 Acres
    • $14,602 per Acre

    Lot 4A U S 4, Killington, VT 05751

    Last lot left in Skye Ridge Development, build your dream getaway and enjoy the benefits of a private community with protective covenants and convenient access to all the outdoor recreation amenities that Killington has to offer - skiing, snowboarding, mountain biking, hiking and more. This lot is cleared and is conveniently located less than a mile from the Skyeship gondola and base lodge

    Bret Williamson Killington Valley Real Estate

    Lot 4A U S 4, Killington, VT 05751
  • 445 Old Quechee Rd Unit 10C, Hartford, VT 05001
    445 Old Quechee Rd Unit 10C, Hartford, VT 05001
    445 Old Quechee Rd Unit 10C, Hartford, VT 05001
    /21

    $249,000

    • 2 Beds
    • 1.5 Baths
    • 1,063 Sq Ft

    445 Old Quechee Rd Unit 10C, Hartford, VT 05001

    Welcome to this sun-filled Mill Run Unit 10C in Quechee Lakes. Enjoy beautiful field views from this bright and inviting condo featuring a spacious open floor plan with cathedral ceilings, a cozy wood-burning stove, and access to a private deck where you can relax, listen to the nearby stream, and take in the peaceful field views. The main level offers an updated, fully applianced kitchen along

    Heather Ashline BHHS Verani Upper Valley

    445 Old Quechee Rd Unit 10C, Hartford, VT 05001
  • 900 Pearl St, Brandon, VT 05733
    900 Pearl St, Brandon, VT 05733
    900 Pearl St, Brandon, VT 05733
    /27

    $435,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    900 Pearl St, Brandon, VT 05733

    UPDATED LISTING with NEW PRICE! This well cared for property is close to downtown on 10.75 acres. Mountain and pasture views are amazing from the many sunny windows in the living room that leads to a private deck. This home offers a large kitchen, separate dining room, a split floor plan with the master bedroom and bath on one side of the home and the other two bedrooms, bathroom, office with

    David White OwnerEntry.com

    900 Pearl St, Brandon, VT 05733
  • Lot 35 Woodsman Rd, Dover, VT 05356
    Lot 35 Woodsman Rd, Dover, VT 05356
    /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 35 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 35 Woodsman Rd, Dover, VT 05356
  • 35 White Loop Unit B101, Ludlow, VT 05149
    35 White Loop Unit B101, Ludlow, VT 05149
    35 White Loop Unit B101, Ludlow, VT 05149
    /44

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft

    35 White Loop Unit B101, Ludlow, VT 05149

    Winterplace on Okemo Mountain. This is a must see condominium at an unbeatable location on Okemo. Located at the top of the A & B quad which brings you directly to the Sunburst Six summit chairlift. Natural light fills the bright living space with an open floor plan for the living room, kitchen, and dining area. There is plenty of space for family and friends to gather. A few key features include

    Katherine Burns William Raveis Real Estate Vermont Properties

    35 White Loop Unit B101, Ludlow, VT 05149
  • 39B Kingswood Rd, Dover, VT 05356
    39B Kingswood Rd, Dover, VT 05356
    39B Kingswood Rd, Dover, VT 05356
    /29

    $569,000

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    39B Kingswood Rd, Dover, VT 05356

    An impeccably maintained, beautifully furnished, and recently painted Kingswood townhome is conveniently located just minutes from Mount Snow and the Hermitage Club. This townhome features four bedrooms; an open-concept living area on the main level; a kitchen with a large island, granite countertops, and a vaulted ceiling; a wood-burning fireplace; and sliding doors leading to a private deck

    Patricia Fitzpatrick Skihome Realty

    39B Kingswood Rd, Dover, VT 05356
  • 56 Handle Rd, Dover, VT 05356
    56 Handle Rd, Dover, VT 05356
    56 Handle Rd, Dover, VT 05356
    /60

    $2,749,000

    • 6 Beds
    • 7 Baths
    • 6,400 Sq Ft

    56 Handle Rd, Dover, VT 05356

    Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood

    Rich Caplan Deerfield Valley Real Estate

    56 Handle Rd, Dover, VT 05356
  • 0 Bergrucken Ln Unit 5044034, Stamford, VT 05352
    0 Bergrucken Ln Unit 5044034, Stamford, VT 05352
    0 Bergrucken Ln Unit 5044034, Stamford, VT 05352
    /9

    $27,500

    • Land
    • 1.2 Acres
    • $22,917 per Acre

    0 Bergrucken Ln Unit 5044034, Stamford, VT 05352

    Trade city sirens for wind-rustled maples on this gently wooded 1.2-acre lot tucked inside Alpenwald Village. Alpenwald, although deed restricted, the light protective covenants keep the area tidy without cramping your architectural imagination. Think A-Frame, modern farmhouse, or a passive solar cottage. Beyond the lot is access to trails that lace through the Green Mountain National Forest.

    Kelly Agrillo Southern Vermont Realty Group

    0 Bergrucken Ln Unit 5044034, Stamford, VT 05352
  • 0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    /10

    $165,000

    • Land
    • 9.45 Acres
    • $17,460 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
  • 1228 Skiparee Rd, Pownal, VT 05260
    1228 Skiparee Rd, Pownal, VT 05260
    1228 Skiparee Rd, Pownal, VT 05260
    /43

    $2,100,000

    • 4 Beds
    • 3 Baths
    • 3,780 Sq Ft

    1228 Skiparee Rd, Pownal, VT 05260

    Welcome to Amara Farm, an equestrian paradise in Southern Vermont. This meticulously planned property offers a 13-stall barn designed with every detail in mind, ensuring comfort and efficiency for both horse and rider. The state-of-the-art indoor arena features GGT footing and a full wall of window providing top-quality conditions for training and performance. Turnout paddocks and outdoor arena

    Christiane Carroccio TPW Real Estate

    1228 Skiparee Rd, Pownal, VT 05260
  • 140 Lodge Rd Unit SM 3, Ludlow, VT 05149
    140 Lodge Rd Unit SM 3, Ludlow, VT 05149
    140 Lodge Rd Unit SM 3, Ludlow, VT 05149
    /36

    $820,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    140 Lodge Rd Unit SM 3, Ludlow, VT 05149

    Sugar Maple #3 offers a rare opportunity to own a pristine, original-owner residence in the heart of the prestigious SouthFace Village at Okemo. This "turn-key" residence stands apart for its efficiency, condition, location, highly competitive HOA fee structure ($2.0k per quarter) and unparalleled proximity to Okemo's premier amenities. SM 3 includes two assigned underground parking spaces, a

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    140 Lodge Rd Unit SM 3, Ludlow, VT 05149
  • 164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    /18

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • 69 Old Haven Ln, Putney, VT 05346
    69 Old Haven Ln, Putney, VT 05346
    69 Old Haven Ln, Putney, VT 05346
    /22

    $110,000

    • Land
    • 2.5 Acres
    • $44,000 per Acre

    69 Old Haven Ln, Putney, VT 05346

    Nestled in an idyllic setting at 69 Old Haven Lane, this exceptional building lot offers a rare opportunity to bypass the typical hurdles of new construction and start bringing your vision to life immediately. Located in a sought-after and peaceful pocket of Putney, this property perfectly balances the privacy of a country retreat with the convenience of an excellent location. Much of the

    Kate Barry EXP Realty

    69 Old Haven Ln, Putney, VT 05346
  • 0 Forrester Rd Unit 5082418, Jamaica, VT 05360
    0 Forrester Rd Unit 5082418, Jamaica, VT 05360
    0 Forrester Rd Unit 5082418, Jamaica, VT 05360
    /27

    $1,450,000

    • Land
    • 201.4 Acres
    • $7,200 per Acre

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360

    Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

    Chris Lowe Lowe's Real Estate, LLC

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360

Showing Results 441 - 480, Page 12 of 18

Vermont Southern Vermont

Real Estate & Homes for Sale in Southern Vermont, VT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group