225

Bennington County VT Homes for Sale

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  • 17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    /37

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    17 Roundtree Rd, Winhall, VT 05340

    Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

    Sarah Nichols Winhall Real Estate

    17 Roundtree Rd, Winhall, VT 05340
  • 231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350
    231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350
    231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350
    /41

    $360,000

    • 3 Beds
    • 1 Bath
    • 1,432 Sq Ft

    231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350

    Discover the perfect balance of privacy, outdoor adventure, and scenic beauty in this recently updated 3-bedroom, 1-bath home nestled in the heart of Vermont’s Green Mountains —this rare gem is one of the few properties in the community with a view. The property features gently winding grass paths that invite you to explore your own backyard oasis, ideal for morning exercise, birdwatching, or

    Kristen Breeden Southern Vermont Realty Group

    231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350
  • 392 Powderhorn Rd, Manchester Center, VT 05255
    392 Powderhorn Rd, Manchester Center, VT 05255
    392 Powderhorn Rd, Manchester Center, VT 05255
    /46

    $805,000

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    392 Powderhorn Rd, Manchester Center, VT 05255

    Set on two private acres in a desirable Manchester location, this renovated four-bedroom, three-bath Colonial offers a quiet retreat with convenient access to both Manchester and Dorset. Wide-plank pine floors and abundant natural light define the interiors, creating an inviting flow throughout. The main level includes a spacious living room with a stone fireplace, a formal dining room,

    Alexandra Crowley Four Seasons Sotheby's Int'l Realty

    392 Powderhorn Rd, Manchester Center, VT 05255
  • 420 Burgess Rd, Bennington, VT 05201
    420 Burgess Rd, Bennington, VT 05201
    420 Burgess Rd, Bennington, VT 05201
    /8

    $59,000

    • Land
    • 0.29 Acre
    • $203,448 per Acre

    420 Burgess Rd, Bennington, VT 05201

    Level building lot with town sewer and water at the edge of town.Possible owner financing.

    Dan Mason Perrott Realty

    420 Burgess Rd, Bennington, VT 05201
  • 209 Grove St Unit 11, Bennington, VT 05201
    209 Grove St Unit 11, Bennington, VT 05201
    209 Grove St Unit 11, Bennington, VT 05201
    /10

    $245,000

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft

    209 Grove St Unit 11, Bennington, VT 05201

    Well-maintained 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, an eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice backyard, 2 covered parking spaces

    Julie Glover Mahar McCarthy Real Estate

    209 Grove St Unit 11, Bennington, VT 05201
  • 215 Vermont 30, Dorset, VT 05251
    215 Vermont 30, Dorset, VT 05251
    215 Vermont 30, Dorset, VT 05251
    /43

    $2,300,000

    • Land
    • 67 Acres
    • $34,328 per Acre

    215 Vermont 30, Dorset, VT 05251

    Opportunities are Knocking! Welcome to an extraordinary 67-acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta—location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s most

    Margretta Fischer Wohler Realty Group

    215 Vermont 30, Dorset, VT 05251
  • 0 Alpendorf Ave, Readsboro, VT 05350
    0 Alpendorf Ave, Readsboro, VT 05350
    0 Alpendorf Ave, Readsboro, VT 05350
    /8

    $9,999

    • Land
    • 1.2 Acres
    • $8,332 per Acre

    0 Alpendorf Ave, Readsboro, VT 05350

    Stake a claim on your own little piece of Vermont, at the foot of the Green Mountain National Forest. This 1.2-acre triangular lot rises up from the road and may allow peekaboo views of the surrounding valley starting in late-fall, once the region's famous foliage drops away. It's located in Alpenwald Village, with community-maintained roads rolling up and down the area's hilly topography. Today

    David White OwnerEntry.com

    0 Alpendorf Ave, Readsboro, VT 05350
  • 254 Union St, Bennington, VT 05201
    254 Union St, Bennington, VT 05201
    254 Union St, Bennington, VT 05201
    /33

    $295,000

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

    254 Union St, Bennington, VT 05201

    Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs.Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable

    Cassie Barbeau Mahar McCarthy Real Estate

    254 Union St, Bennington, VT 05201
  • 22 Carlen St, Manchester Center, VT 05255
    22 Carlen St, Manchester Center, VT 05255
    22 Carlen St, Manchester Center, VT 05255
    /23

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    22 Carlen St, Manchester Center, VT 05255

    Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level

    Andy Reed Four Seasons Sotheby's Int'l Realty

    22 Carlen St, Manchester Center, VT 05255
  • 139 Bergwelt Ln, Readsboro, VT 05350
    139 Bergwelt Ln, Readsboro, VT 05350
    139 Bergwelt Ln, Readsboro, VT 05350
    /28

    $424,900

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    139 Bergwelt Ln, Readsboro, VT 05350

    Charming Country Retreat with Scenic Views and Timeless Character.Welcome to your dream country escape! Nestled on a peaceful, tree-lined lane, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of rustic charm and modern comfort. Set on a spacious 3.6 acre lot, the property boasts serene views, mature gardens, and ample privacy — ideal for relaxing weekends or

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    139 Bergwelt Ln, Readsboro, VT 05350
  • 23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, Winhall, VT 05340
    /59

    $2,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,938 Sq Ft

    23 Valley View Rd, Winhall, VT 05340

    Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

    Kim Morgan-Wohler Wohler Realty Group

    23 Valley View Rd, Winhall, VT 05340
  • 78 Carbonti Cir, Arlington, VT 05250
    78 Carbonti Cir, Arlington, VT 05250
    78 Carbonti Cir, Arlington, VT 05250
    /32

    $368,000

    • 3 Beds
    • 2 Baths
    • 1,337 Sq Ft

    78 Carbonti Cir, Arlington, VT 05250

    Easy single-level living! Welcome to Arlington's Carbonti Circle. Updated three-bedroom, two-bath ranch nestled in a quiet neighborhood setting just minutes from downtown Arlington and the famous Battenkill River. Set on a .30-acre lot, this home offers the perfect blend of comfort, character and convenience. Experience easy living in this beautifully maintained single-level home! Enjoy a

    Margretta Fischer Wohler Realty Group

    78 Carbonti Cir, Arlington, VT 05250
  • 509 Thompson Pond Rd, Pownal, VT 05261
    509 Thompson Pond Rd, Pownal, VT 05261
    509 Thompson Pond Rd, Pownal, VT 05261
    /41

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    509 Thompson Pond Rd, Pownal, VT 05261

    Discover Your Perfect Getaway at Verdmont If you're a nature enthusiast, a rare and exclusive opportunity awaits at the Verdmont Outing Club. Nestled in the heart of the Green Mountain Preserve, this gated community spans nearly 500 acres of unspoiled wilderness-a true haven for outdoor living.As a shareholder, you'll enjoy a wealth of amenities: Water & Land Privileges: Two stunning

    Kelley Mccarthy Mahar McCarthy Real Estate

    509 Thompson Pond Rd, Pownal, VT 05261
  • 88 Cedar Ln, Peru, VT 05152
    88 Cedar Ln, Peru, VT 05152
    88 Cedar Ln, Peru, VT 05152
    /23

    $249,000

    • Land
    • 17.6 Acres
    • $14,148 per Acre

    88 Cedar Ln, Peru, VT 05152

    Tucked away in the heart of the Green Mountains, this stunning 17.60-acre parcel in picturesque Peru, Vermont, is a rare opportunity to create your dream retreat. The land is richly wooded, offering a serene natural setting filled with mature trees and gently rolling terrain that promises a spectacular display of fall foliage—an ever-changing canvas of vibrant reds, oranges, and golds each

    Joe Castaluccio Winhall Real Estate

    88 Cedar Ln, Peru, VT 05152
  • 432 South St Unit C6, Bennington, VT 05201
    432 South St Unit C6, Bennington, VT 05201
    432 South St Unit C6, Bennington, VT 05201
    /17

    $145,000

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    432 South St Unit C6, Bennington, VT 05201

    A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean

    Angela Bevin Maple Leaf Realty

    432 South St Unit C6, Bennington, VT 05201
  • 0 Havoc Hill Unit 29, Dorset, VT 05253
    0 Havoc Hill Unit 29, Dorset, VT 05253
    0 Havoc Hill Unit 29, Dorset, VT 05253
    /21

    $249,000

    • Land
    • 3.42 Acres
    • $72,807 per Acre

    0 Havoc Hill Unit 29, Dorset, VT 05253

    Tranquility and Adventure Await on Havoc Hill. Discover 3.42 plus private, wooded acres nestled atop storied Havoc Hill in charming East Dorset, Vermont. Known for its beauty and historic ties to early Vermont logging and farming communities, Havoc Hill offers a rare opportunity to own land rich in character and natural serenity. Set off the picturesque Mad Tom Road, this secluded parcel is fully

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    0 Havoc Hill Unit 29, Dorset, VT 05253
  • 266 Robillard Rd, Stamford, VT 05352
    266 Robillard Rd, Stamford, VT 05352
    266 Robillard Rd, Stamford, VT 05352
    /45

    $179,900

    • 4 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    266 Robillard Rd, Stamford, VT 05352

    SOUTHERN VERMONT!~ DRASTIC PRICE DROP! 4 bedroom home in Stamford, Vermont located less than 15 minutes to Mass MoCA In North Adams this country location with over a 1/2 acre of great yard space. Large outdoor back deck, inside sitting porch, kitchen with pantry opens to dining & living room. Oak hardwood floors on 1st & 2nd floors. 4 nice sized bedrooms on 2nd level. 3rd level would make great

    Colleen Zajac MONARCH REALTY, INC.

    266 Robillard Rd, Stamford, VT 05352
  • 43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    /28

    $1,700,000

    • 4 Beds
    • 3.5 Baths
    • 2,363 Sq Ft

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155

    Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

    Edwin Kevil Stratton Real Estate

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
  • 190 Vt Route 11 Unit 1, Peru, VT 05152
    190 Vt Route 11 Unit 1, Peru, VT 05152
    190 Vt Route 11 Unit 1, Peru, VT 05152
    /53

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    190 Vt Route 11 Unit 1, Peru, VT 05152

    Don't miss the opportunity to own this renovated 4 bedroom/ 2 full bath townhouse in Peru, VT. This tasteful and high end renovation will wow you. Combining the ambiance and character of a European mountain Chalet with the amenities and style of a contemporary mountain residence, this offers beautiful tiled luxury bathrooms and gourmet kitchen. The great room has vaulted wood beamed ceilings,

    Robert Sabol Wohler Realty Group

    190 Vt Route 11 Unit 1, Peru, VT 05152
  • 755 Main St, Bennington, VT 05201
    755 Main St, Bennington, VT 05201
    755 Main St, Bennington, VT 05201
    /16

    $145,000

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft

    755 Main St, Bennington, VT 05201

    Many possibilities with this property located on Main Street in Bennington. Zoned village commercial but currently a 3 bedroom 1 and a half bath home. Nice kitchen, dining room, living room, main level primary with half bath, main level laundry and more. Needs some TLC. Won't qualify for first time homebuyer programs.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    755 Main St, Bennington, VT 05201
  • 16 Hunter Ridge Rd, Bondville, VT 05340
    16 Hunter Ridge Rd, Bondville, VT 05340
    16 Hunter Ridge Rd, Bondville, VT 05340
    /55

    $2,225,000

    • 4 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    16 Hunter Ridge Rd, Bondville, VT 05340

    Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    16 Hunter Ridge Rd, Bondville, VT 05340
  • A Windsor Rd, Manchester, VT 05255
    A Windsor Rd, Manchester, VT 05255
    A Windsor Rd, Manchester, VT 05255
    /22

    $895,000

    • Land
    • 24.08 Acres
    • $37,168 per Acre

    A Windsor Rd, Manchester, VT 05255

    Simply Extraordinary! 24.08 Acres with a State Wastewater Permit for 11 Bedrooms that includes 2 buildable lots within the acreage. With unrivaled easterly views, this parcel is the last permitted within what is now the Forest and Recreational/Farming and Rural Residential District of Manchester , Vermont. There will be no further development around this parcel. Abutted by protected lands and

    Kim Morgan-Wohler Wohler Realty Group

    A Windsor Rd, Manchester, VT 05255
  • 1949 South Rd, Peru, VT 05152
    1949 South Rd, Peru, VT 05152
    1949 South Rd, Peru, VT 05152
    /36

    $1,790,000

    • 4 Beds
    • 3 Baths
    • 2,545 Sq Ft

    1949 South Rd, Peru, VT 05152

    Nestled in a serene and picturesque setting, Berry Hill Farm offers a rare opportunity to own an exceptional Vermont estate blending charm, versatility, and natural beauty. Spanning 15.52 acres across two separately deeded lots, the property combines inspired design with modern comfort. At its heart is a beautifully crafted contemporary home featuring three spacious bedrooms, sunlit living

    Kim Morgan-Wohler Wohler Realty Group

    1949 South Rd, Peru, VT 05152
  • 0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    /33

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,317 Sq Ft

    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

    Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

    Carrie Mathews Winhall Real Estate

    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
  • 2588 Vermont 11, Peru, VT 05152
    2588 Vermont 11, Peru, VT 05152
    2588 Vermont 11, Peru, VT 05152
    /38

    $485,000

    • 4 Beds
    • 3 Baths
    • 2,073 Sq Ft

    2588 Vermont 11, Peru, VT 05152

    PRICE ADJUSTMENT: On a gentle rise surrounded by 7.5 acres of meadows and woodland, this Vermont style ranch subtly blends an appealing rustic charm with contemporary features. The current owners purchased the property in 2021 for family and friends and installed a new wastewater system, new furnace, new roof section, new appliances. The rough sawn clapboard exterior delineates the enduring

    Diana Stugger Four Seasons Sotheby's Int'l Realty

    2588 Vermont 11, Peru, VT 05152
  • 3530 Vt Route 346, Pownal, VT 05261
    3530 Vt Route 346, Pownal, VT 05261
    3530 Vt Route 346, Pownal, VT 05261
    /34

    $249,900

    • 3 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    3530 Vt Route 346, Pownal, VT 05261

    This historic house, built in 1880, is nestled in the quiet village of North Pownal. It is situated on a large, level lot and offers the timeless charm of yesteryear. The first floor features a roomy kitchen with Kenmore Plus Stainless-Steel appliances, an open-concept living room and dining room, an updated bathroom, and a convenient first-floor laundry room. The back porch has been partially

    Matt Waddington Hoffman Real Estate

    3530 Vt Route 346, Pownal, VT 05261
  • 9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    /31

    $749,000

    • 3 Beds
    • 3 Baths
    • 2,317 Sq Ft

    9 F Cobble Ridge Rd, Winhall, VT 05340

    Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

    Carrie Mathews Winhall Real Estate

    9 F Cobble Ridge Rd, Winhall, VT 05340
  • 14 Robinson Ave, Bennington, VT 05201
    14 Robinson Ave, Bennington, VT 05201
    14 Robinson Ave, Bennington, VT 05201
    /19

    $219,500

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    14 Robinson Ave, Bennington, VT 05201

    Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

    Timothy Corcoran Mahar McCarthy Real Estate

    14 Robinson Ave, Bennington, VT 05201
  • 303-305 Gage St, Bennington, VT 05201
    303-305 Gage St, Bennington, VT 05201
    /2

    $225,000

    • 6 Beds
    • 2 Baths
    • 2,112 Sq Ft

    303-305 Gage St, Bennington, VT 05201

    Low maintenance duplex in Bennington. Offering good rental history and income. 2 -3 bedroom units, newer systems, vinyl siding and more. Walking distance to town. schools and recreation.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    303-305 Gage St, Bennington, VT 05201
  • 395 King Hill Rd, Readsboro, VT 05350
    395 King Hill Rd, Readsboro, VT 05350
    395 King Hill Rd, Readsboro, VT 05350
    /38

    $1,200,000

    • 5 Beds
    • 1 Bath
    • 2,228 Sq Ft

    395 King Hill Rd, Readsboro, VT 05350

    Stunning Mountain & Meadow Views, 135 acres of pristine rolling meadows overlook the Harriman Reservoir, sits a meticulously maintained c. 1770 5 bedroom farmhouse. Welcome to King Hill Farm, this idyllic Vermont homestead has been in the King family for multiple generations. No restrictions, enjoy the peace and quiet of a slight breeze, blue skies and bird songs. Remarkable, one of a kind

    Margretta Fischer Wohler Realty Group

    395 King Hill Rd, Readsboro, VT 05350
  • 3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    /33

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    3 Strattonwald Rd, Winhall, VT 05340

    Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you'll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

    Robin Apps Four Seasons Sotheby's Int'l Realty

    3 Strattonwald Rd, Winhall, VT 05340
  • 445 Canterbury Rd, Manchester Center, VT 05255
    445 Canterbury Rd, Manchester Center, VT 05255
    445 Canterbury Rd, Manchester Center, VT 05255
    /22

    $850,000

    • 4 Beds
    • 3 Baths
    • 3,659 Sq Ft

    445 Canterbury Rd, Manchester Center, VT 05255

    Nestled in one of Vermonts most sought-after locations, this exceptional Colonial home boasts sweeping panoramic views of the Green Mountain National Forest and the picturesque Northshire Valley, offering a peaceful and private retreat just minutes from the vibrant town of Manchester. Perfectly oriented to capture stunning morning sunrises, this 2.8-acre property provides the ideal balance of

    Andy Reed Four Seasons Sotheby's Int'l Realty

    445 Canterbury Rd, Manchester Center, VT 05255
  • 19 Royal St, North Bennington, VT 05257
    19 Royal St, North Bennington, VT 05257
    19 Royal St, North Bennington, VT 05257
    /45

    $340,000

    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    19 Royal St, North Bennington, VT 05257

    Charming North Bennington Home in a Desirable Neighborhood. Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience—just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated

    Lindsey Martin Maple Leaf Realty

    19 Royal St, North Bennington, VT 05257
  • 137 Park St, Bennington, VT 05201
    137 Park St, Bennington, VT 05201
    137 Park St, Bennington, VT 05201
    /4

    $249,000

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    137 Park St, Bennington, VT 05201

    Terrific income producing property. 2 - 1 bedroom units and a 3 bedroom unit with a garage. Close to town and modern systems. Good rental history. Is in a flood zone but owner has found a good flood insurance company.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    137 Park St, Bennington, VT 05201
  • 11 Old County Rd E, Londonderry, VT 05148
    11 Old County Rd E, Londonderry, VT 05148
    11 Old County Rd E, Londonderry, VT 05148
    /10

    $342,000

    • Land
    • 28.5 Acres
    • $12,000 per Acre

    11 Old County Rd E, Londonderry, VT 05148

    A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods,

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    11 Old County Rd E, Londonderry, VT 05148
  • 2589 W Sandgate Rd, Arlington, VT 05250
    2589 W Sandgate Rd, Arlington, VT 05250
    2589 W Sandgate Rd, Arlington, VT 05250
    /38

    $1,995,000

    • 5 Beds
    • 3 Baths
    • 6,323 Sq Ft

    2589 W Sandgate Rd, Arlington, VT 05250

    Two Pigs Farm is a hillside retreat in Southern Vermont's Taconic Range, where meadows are bound by ancient maple trees, stone walls and two clear brooks. The circa 1989 farmhouse and barns feel timeless—rooted, quietly graceful—designed for comfort, and connection. Inspired by childhood summers in Sandgate, the owner dreamed of a place where time stretches—mornings for berry picking, afternoons

    Dia Jenks LandVest, Inc/Woodstock

    2589 W Sandgate Rd, Arlington, VT 05250
  • 25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    /38

    $860,000

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    25 Benson Fuller Dr, Jamaica, VT 05343

    Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • 88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    /6

    $110,000

    • Land
    • 1 Acre
    • $110,000 per Acre

    88A Sylvan Ridge Rd, Winhall, VT 05340

    Wooded lot with hardwoods, evergreens and birch trees. Potential views of Bromley Mountain and beyond. Town maintained road. Close to VAST snowmobile trails. Build your dream home in the Golden Triangle of ski areas, Stratton, Bromley, and Magic Mountains. Only 10 minuets to Manchester. Available on request:Wastewater System and Potable Water Supply PermitSeptic

    Andrew King Stratton Real Estate

    88A Sylvan Ridge Rd, Winhall, VT 05340
  • 15 Wind Hill Rd, Manchester Center, VT 05255
    15 Wind Hill Rd, Manchester Center, VT 05255
    15 Wind Hill Rd, Manchester Center, VT 05255
    /23

    $4,000,000

    • 5 Beds
    • 2 Baths
    • 3,347 Sq Ft

    15 Wind Hill Rd, Manchester Center, VT 05255

    At the heart of this remarkable 136-acre property in Manchester Center, Vermont, are two distinct historic homes, each telling a story of the land’s deep roots in the Beattie-Forrest family, who have stewarded it for over a century.The original farmhouse, built circa 1800, offers five bedrooms and two baths, with timeless details including a vintage kitchen and hand-hewn timber framing.

    Paul Carroccio TPW Real Estate

    15 Wind Hill Rd, Manchester Center, VT 05255
  • 720 N Branch St, Bennington, VT 05201
    720 N Branch St, Bennington, VT 05201
    720 N Branch St, Bennington, VT 05201
    /10

    $1,950,000

    • Land
    • 7 Acres
    • $278,571 per Acre

    720 N Branch St, Bennington, VT 05201

    Discover the potential at 720 & 702 North Branch Street—a rare 7-acre offering in a prime Bennington location. With level land, generous frontage, and easy access, this property is perfectly positioned for residential or mixed-use development, with municipal water and sewer available at the street.The sale includes a well-maintained duplex at 702 North Branch, featuring a 3-bedroom unit

    Paul Carroccio TPW Real Estate

    720 N Branch St, Bennington, VT 05201

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