1,265

Southern Vermont, VT Homes for Sale

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  • /26

    $32,000

    • 1 Bed
    • 2 Baths
    • 791 Sq Ft

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356

    Trailside, best ski in/out mountain location. A really comfortable unit sleep 8. Unit 251 includes a kitchenette, comfortable living room setting, a sleep sofa a Murphy bed and full bath. Unit 249 boasts 2 queen size beds a full bathroom, and a deck with views of the mountain to enjoy skiers on the slope and fireworks. Just imagine entertaining family and friends! Benefits of ownership include

    Sheila Joyce-Albano Skihome Realty

    249/251 Qtr 3 Grand Summit Way Unit 249/251 Qtr 3, Dover, VT 05356
  • /2

    $150,000

    • Land
    • 2.05 Acres
    • $73,171 per Acre

    00 Fort Dummer Heights, Brattleboro, VT 05301

    Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    00 Fort Dummer Heights, Brattleboro, VT 05301
  • /32

    $309,000

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    130 Curtis Ave, Rutland, VT 05701

    Ideally situated in Rutland City, this well-cared-for home offers a highly convenient location close to downtown, shopping, dining, schools, and medical services. Set on a manageable 0.30-acre city lot, the property has benefited from approximately $90,000 in updates and renovations since 2019, including buttoning up the home via Efficiency Vermont, reflecting great pride of ownership and

    Jeremy Collins Ridgeline Real Estate

    130 Curtis Ave, Rutland, VT 05701
  • /50

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    3148 Route 11, Londonderry, VT 05148

    Looking for a piece of Vermont to call your own? Look no further then this beautiful home looking for new owners to love and enjoy it like the current owners have. Perfectly situated in Londonderry, Vermont near Bromley, Stratton, Okemo, and Magic Mountains. The sellers have done updates to the home and property but have left spots for the new owners to still put their own finishing touches on

    Erin Kendall EXP Realty

    3148 Route 11, Londonderry, VT 05148
  • /5

    $380,000

    • 6 Beds
    • 4 Baths
    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • /48

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,558 Sq Ft

    501 Stoughton Pond Rd, Perkinsville, VT 05151

    Tucked into the charming village of Perkinsville on 3.8 acres, this unique residential and commercial property offers the perfect balance of opportunity, lifestyle, and connection. You will be moments away from Stoughton Pond, hiking trails, and within driving distance to some of Vermont’s most sought-after ski resorts. For years, this property has been a gathering place—Saturday nights around

    Marie Potter EXP Realty

    501 Stoughton Pond Rd, Perkinsville, VT 05151
  • /24

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    340 Pleasant St, Bennington, VT 05201

    Downtown Bennington duplex with income in place and upside potential. The lower unit has been completely renovated, featuring a new kitchen, updated bathroom, and new flooring throughout. Exterior and structural improvements include a repointed foundation, fully sided exterior, new roof, and a gravel driveway. Bennington continues to see investment, revitalization, and ongoing redevelopment in

    Melissa Nebelski Real Broker LLC

    340 Pleasant St, Bennington, VT 05201
  • /32

    $285,000

    • 2 Beds
    • 1.5 Baths
    • 1,395 Sq Ft

    24 S Main St Unit 2, Rutland, VT 05701

    The Sycamore Inn: Rich in history and timeless appeal, this distinctive home is part of a stately mid-1800s property once known as the Governor’s Mansion. In the early 1980s, the residence was thoughtfully restored and converted into a limited collection of condominium homes, preserving the craftsmanship and architectural detail of its era. Unit #2 is conveniently located on the first floor

    Mark Triller Real Broker LLC

    24 S Main St Unit 2, Rutland, VT 05701
  • /60

    $599,000

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

    5100 Route 100, Plymouth, VT 05056

    (Das Grünebergehaus) The Green Mountain House. First time offered on market since 1978. This gorgeous farmhouse, circa 1831, has been lovingly maintained & updated over the current owner's term of ownership. Previously owned by the Coolidge Family. During the years of Calvin Coolidge's presidency this home was used as a guest house for political figures to come & stay while visiting President

    Marni Rieger KW Vermont-Killington

    5100 Route 100, Plymouth, VT 05056
  • /14

    $569,500

    • 4,329 Sq Ft

    107 Franklin St, Rutland, VT 05701

    One of Rutland's most unique properties, in a very convenient location within an easy walking distance to downtown. Creatively designed and meticulously cared for, there is more to see than meets the eye. Close to skiing, golf, lakes and other recreation such as the renowned Pine Hill Bike Trail system. Owned and occupied for decades by a local professional who not only lived in the gorgeous

    Christopher Fucci Chris Fucci Associates, LTD

    107 Franklin St, Rutland, VT 05701
  • /44

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft

    1229 Sheldon Hill Rd, Wardsboro, VT 05355

    Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort.The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine

    Jessica Citera Cummings & Co

    1229 Sheldon Hill Rd, Wardsboro, VT 05355
  • /27

    $475,000

    • 3 Beds
    • 3 Baths
    • 1,246 Sq Ft

    81 Chapin St, Brattleboro, VT 05301

    Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a

    John Hatton Berkley & Veller Greenwood Country

    81 Chapin St, Brattleboro, VT 05301
  • /31

    $324,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    350 Mountain Rd Unit B303, Ludlow, VT 05149

    Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and

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

    350 Mountain Rd Unit B303, Ludlow, VT 05149
  • /47

    $429,000

    • 3 Beds
    • 2 Baths
    • 2,142 Sq Ft

    13 Tyminski Ln, Fair Haven, VT 05743

    Welcome to Lake Hortonia in Hubbardton, VT. An opportunity that is scarce to come by. This property consists of .26 acres with lake access, and a dock for a 20 ft plus boat. There are 2 bedrooms on the first floor w/full bath and soaking tub a master room in the loft with a bonus room and the basement has 600 sq ft of finished space for your entertainment or extra guest space and 3/4 bath too.

    Cynthia Hollister NY and VT Real Estate Company

    13 Tyminski Ln, Fair Haven, VT 05743
  • /14

    $2,500,000

    • Land
    • 227 Acres
    • $11,013 per Acre

    00 Vermont 11, Peru, VT 05152

    227 acre offering in Peru Vermont combining a 199 acre parcel bordering Green Mountain National Forest and a 28 acre parcel with views of Stratton, Bromley and Magic Mountains. Southern exposure and varied terrain provide excellent natural light, privacy and long range Green Mountain vistas. The property offers exceptional scale and flexibility suitable for a private estate, family compound or

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    00 Vermont 11, Peru, VT 05152
  • /39

    $849,000

    • 4 Beds
    • 4 Baths
    • 2,534 Sq Ft

    732 Bridgewater Center Rd, Bridgewater Corners, VT 05035

    Turn-key mountain retreat just minutes from Killington or Woodstock! Completely renovated 4-bedroom, 4-bath home blends modern updates with classic Vermont character - featuring an updated kitchen, new bathrooms, a large mudroom with built-in ski storage, and scenic mountain views showcased by oversized custom windows that fill the home with natural light. Multiple living spaces and the expansive

    Alex Shaffer Four Corner Properties LLC

    732 Bridgewater Center Rd, Bridgewater Corners, VT 05035
  • /41

    $875,000

    • 7 Beds
    • 6.5 Baths
    • 1,152 Sq Ft

    136 Vermont Route 100, Dover, VT 05356

    Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a

    Cyd Scott Cohn & Company

    136 Vermont Route 100, Dover, VT 05356
  • /33

    $439,000

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    48 Griswold Dr, Rutland, VT 05701

    Must see! Gorgeous home where style and grace greets you. Tucked away on a quiet dead-end street when peace and quiet comes standard. This Four bedroom, 2.5 bath offers 1792 sq ft of well designed living space that strikes an appealing balance between comfort and contemporary style. Once inside you will marvel at the newer kitchen that will inspire your inner chef, complete with modern finishes

    Nancy Greenwood Watson Realty & Associates

    48 Griswold Dr, Rutland, VT 05701
  • /47

    $550,000

    • 3 Beds
    • 4 Baths
    • 2,727 Sq Ft

    1787 Route 100 N, Ludlow, VT 05149

    From location to layout, this home offers the best of Vermont living. Set along scenic Route 100 in the heart of the lakes region, you’ll enjoy year-round recreation just minutes from Okemo Mountain Resort, Killington Resort, and Plymouth State Park. This thoughtfully remodeled farmhouse blends classic charm with modern updates. Offering 3 bedrooms and 4 bathrooms, the home features generous

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    1787 Route 100 N, Ludlow, VT 05149
  • /15

    $165,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    415 County St, Bennington, VT 05201

    STOP RENTING and start building equity! Call your lender today to discover the latest programs that could MAKE HOMEOWNERSHIP A REALITY. Owning may be closer than you think. The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated

    Lori Hurley Four Corner Properties LLC

    415 County St, Bennington, VT 05201
  • /40

    $439,500

    • 4 Beds
    • 3.5 Baths
    • 3,861 Sq Ft

    120 Village St, East Dorset, VT 05253

    Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4

    Dana Kingsley Josiah Allen Real Estate, Inc.

    120 Village St, East Dorset, VT 05253
  • /15

    $530,000

    • Land
    • 30 Acres
    • $17,667 per Acre

    00 W Hill Rd S, Jamaica, VT 05343

    Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

    Jacki Murano Southern Vermont Realty Group

    00 W Hill Rd S, Jamaica, VT 05343
  • /26

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,331 Sq Ft

    106 Fox Hollow Village Unit C4, Mendon, VT 05701

    Wonderful primary residence, vacation getaway, or income-producing rental opportunity. This spacious Fox Hollow two-bedroom, two-bath condominium offers classic Vermont charm with a floor-to-ceiling wood-burning brick fireplace, welcoming mudroom, and a private deck for relaxing after a day outdoors. Efficient gas heat adds year-round comfort. Ideally located in a central mountain setting, the

    Bret Williamson Killington Valley Real Estate

    106 Fox Hollow Village Unit C4, Mendon, VT 05701
  • /8

    $170,000

    • Land
    • 1.2 Acres
    • $141,667 per Acre

    0 Winding Way, Killington, VT 05751

    This 1.2-acre wooded property offers a unique opportunity to build your dream ski home. Enjoy direct views of Pico and Killington after clearing trees on the gentle sloping land. Located just a short drive from New England's best ski mountains, the property is also close to Green Mountain National Golf Course and the Sherburne Trails mountain bike network.A state-approved wastewater permit

    Jason Saphire www.HomeZu.com

    0 Winding Way, Killington, VT 05751
  • /3

    $109,000

    • Land
    • 17 Acres
    • $6,412 per Acre

    00 Bill T Dr, Readsboro, VT 05350

    Escape to the Green Mountains with this beautiful 17-acre parcel located at the end of a town-maintained road in scenic Readsboro, Vermont. This private property offers the perfect mix of seclusion and convenience, surrounded by nature and outdoor recreation opportunities. At the rear of the property, you’ll find a serene beaver pond that attracts moose, birds, and other local wildlife—an ideal

    Samantha Decker Deerfield Valley Real Estate

    00 Bill T Dr, Readsboro, VT 05350
  • /36

    $669,000

    • 4 Beds
    • 3.5 Baths
    • 5,224 Sq Ft

    10 Upland Dr, Rutland, VT 05701

    Custom grand home sitting proud on its .52 acre lot in a great neighborhood. Elegant, light filled, open, spacious, private and beautifully designed, this stunning residence offers more than 5,000 square feet of pristine living space. The gourmet kitchen dazzles with gleaming granite countertops, top of the line appliances, cherry cabinetry, a pantry and sunlit windows. It opens seamlessly to

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    10 Upland Dr, Rutland, VT 05701
  • /60

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    25 Bluff St, Proctor, VT 05765

    Beautifully renovated and move-in ready, this charming New Englander style home offers the perfect blend of classic character and modern upgrades, ideally situated on a quiet dead end street just moments from the local school in Proctor. Completely redone inside and out, the home features new siding and roofing, a redesigned layout, fresh paint and stylish, high quality finishes throughout. Step

    Mendi Michael Engel & Völkers Okemo

    25 Bluff St, Proctor, VT 05765
  • /10

    $349,000

    • Land
    • 60 Acres
    • $5,817 per Acre

    911 Waterman Rd, Royalton, VT 05068

    Explore the opportunity of this 60 Acre parcel which is beautifully wooded with awesome mountain view potential. Extensive walking trails throughout the land. Possible development options here or build your private dream retreat. VAST Snowmobile Trails run through the property and the backside of the land abuts the Second Branch of the White River. The land has never been percd for septic. Come

    Marni Rieger KW Vermont-Killington

    911 Waterman Rd, Royalton, VT 05068
  • /30

    $139,000

    • Land
    • 20.1 Acres
    • $6,915 per Acre

    251 Phillips Hill Rd, West Halifax, VT 05358

    Discover 20.10 acres of land in Halifax, Vermont, just a short drive to Greenfield, MA, and from skiing at Mount Snow and The Hermitage Club. This property consists of two separately deeded building lots, offering flexibility for two homes or a single retreat. Enjoy seasonal mountain views, peaceful surroundings, and direct access from a quiet country road. In the warmer months, take advantage of

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    251 Phillips Hill Rd, West Halifax, VT 05358
  • /56

    $429,500

    • 5 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    24 School St, Bellows Falls, VT 05101

    Wonderful Victorian with sunlit rooms and many original features include some curved glass windows and stained glass panes in the turreted living room, a tiled fireplace with ornate brass insert, wood floors, curved staircase and beautful molding. The property has been well cared for and has a charming updated kitchen that is warm and inviting with an island, granite countertops, wood floor and a

    Jackie Atwood Jacklyn Atwood Real Estate

    24 School St, Bellows Falls, VT 05101
  • /4

    $574,999 New Construction

    • 3 Beds
    • 2 Baths
    • 3,000 Sq Ft

    884 Prospect St, Brandon, VT 05733

    Don’t miss your opportunity to secure this stunning new construction home early! Perched atop Mount Pleasant and scheduled for completion in May 2026, this thoughtfully designed home offers 3 bedrooms and 2 baths (one full and one 3⁄4). Enter through the spacious two-car heated garage, perfect protection for your vehicles and equipment from the tough Vermont winter elements. From there, step into

    Brooke Woodard Watson Realty & Associates

    884 Prospect St, Brandon, VT 05733
  • /35

    $275,000

    • 2 Beds
    • 1 Bath
    • 1,312 Sq Ft

    33 Pleasant Street Extension, Ludlow, VT 05149

    Located in the Village Of Ludlow this turn key ranch has been a great second home/investment for the current owner. Situated on the the outskirts of town with a classic neighborhood feel and the comfort of locals nearby. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Step into the recently renovated house to include windows,

    Frank Provance Diamond Realty

    33 Pleasant Street Extension, Ludlow, VT 05149
  • /52

    $499,000

    • 7 Beds
    • 4 Baths
    • 2,262 Sq Ft

    157 Summer St, Hartford, VT 05001

    Investors take notice! This is a newly vacant, turn-key, two-unit multifamily property that will be ready to rent on day one! The first floor unit boasts four bedrooms, two bathrooms, and plenty of space and storage to spread out. The upstairs unit has three bedrooms, two bathrooms, and comes with a walk-out balcony overlooking Summer Street. Each unit has its own access and will be easy to rent.

    Sal Cania BHHS Verani Upper Valley

    157 Summer St, Hartford, VT 05001
  • /43

    $699,000

    • 2 Beds
    • 3 Baths
    • 1,364 Sq Ft

    193 Jackson Gore Unit 739/741, Ludlow, VT 05149

    Come and experience Vermont at its best! This condo is located in Jackson Gore on Okemo Mountain in Ludlow. This slope side condo unit has stunning views of the mountain and trails. This unit would serve well as a family retreat or rental investment property. It boasts a gas fireplace for cold winter nights. It has 2 bedrooms and 3 bathrooms and offers lock-out capability for separate rental

    John Napier TPW Real Estate

    193 Jackson Gore Unit 739/741, Ludlow, VT 05149
  • /30

    $145,000

    • 1 Bed
    • 2 Baths
    • 744 Sq Ft

    228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751

    Killington Grand Resort Hotel, Killington's premiere slope-side fractional ownership property! Unit 149/151 Interval Use Period IV is a1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. Great location within the building Ownership entitles the owner to 13 weeks of use per year. This "L" floor plan sleep 8 unit is in very high demand! A full kitchen with

    Walter Findeisen Killington Valley Real Estate

    228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751
  • /60

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 3,026 Sq Ft

    2391 Mcconnell Rd, Brandon, VT 05733

    Privately set on 3.9 level acres, this country estate offers space, character, and a beautiful natural setting, with tall pines and trees screening the home from the road and a year round stream below the back lawn. Inside, a spacious foyer opens to a sun filled art studio that could easily serve as a home office. The kitchen feels cozy and inviting, with a true eat in layout, beautiful granite

    Wendy Rowe Rowe Real Estate

    2391 Mcconnell Rd, Brandon, VT 05733
  • /45

    $995,000

    • 10 Beds
    • 11 Baths
    • 5,970 Sq Ft

    70 N Main St, Rutland, VT 05701

    HUGE PRICE ADJUSTMENT. CALLING ALL INNKEEPERS OR SOMEONE WHO NEEDS A GRAND HOME. FURNISHED! RUTLAND IS IN NEED OF A CLASSY INN! This distinguished property has been the recipient of “Best of the Best” nine years running. With the expansion of the Killington Ski Area, this is the time! Previously operated as a successful Bed and Breakfast for 21 years, this magnificent home, with extensive

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    70 N Main St, Rutland, VT 05701
  • /59

    $275,000

    • 2 Beds
    • 1 Bath
    • 715 Sq Ft

    81 Parish Hill Rd, Newfane, VT 05345

    Nestled in the hills of South Newfane, Vermont, this off-grid property offers the perfect balance of seclusion, recreation, and comfort. Set on 22.32± acres of mixed timberland, the land features a meandering creek, wildlife habitat, and excellent hunting opportunities for deer and turkey. A 715 sq. ft. cabin, approximately 80% complete, serves as the centerpiece of the property. Built with a

    Chad Bruyette Whitetail Properties Real Estate, LLC

    81 Parish Hill Rd, Newfane, VT 05345
  • /12

    $125,000

    • Land
    • 2 Acres
    • $62,500 per Acre

    70 Deer Hill Dr, Whitingham, VT 05361

    This beautiful 2-acre parcel offers a gently sloping, mostly level landscape with partial clearing already completed—making it an ideal setting for your future home or getaway. The property is well-prepared for development, featuring a drilled well, available septic plans, and an installed electric pedestal for easy utility access. Conveniently located just 15 miles from Mount Snow, this lot

    Kelly Agrillo Southern Vermont Realty Group

    70 Deer Hill Dr, Whitingham, VT 05361
  • /28

    $289,000

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    231 St Catherine Ct, Wells, VT 05774

    Welcome to this charming ranch-style home, completely reconfigured and renovated in Wells, Vermont. The home boasts a cozy and inviting atmosphere, perfect for anyone seeking a peaceful retreat from the hustle and bustle of everyday life. With its open and airy layout, this sweet home offers ample space for relaxation and entertainment. The sleek and modern finishes throughout the home add a

    Alison McCullough Alison McCullough Real Estate

    231 St Catherine Ct, Wells, VT 05774

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