Bennington, VT Homes in ZIP Code 05255

• 

  

  

  /30

  $1,300,000

  • 11 Beds
  • 9 Baths
  • 9,560 Sq Ft

  3309 3321 Main St, Manchester, VT 05254

  A Rare Opportunity! Introducing a historically significant gem, available for the first time in over 40 years. Set in the picturesque and highly sought after Manchester Village, this timeless estate includes a grand Main House and a charming Carriage House, each situated on its own adjoining 1.27-acre lot, totaling an expansive 2.54 park-like acres. Together, the residences offer 11 bedrooms, 6

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  3309 3321 Main St, Manchester, VT 05254
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• 

  

  

  /19

  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 3,800 Sq Ft
  • Apartment for Rent

  5138 Main St, Manchester, VT 05255

  Discover comfort and convenience in this fully renovated 2-bedroom, 1-bathroom apartment, ideally located in the vibrant community of Manchester Center, VT. Just steps away from local shops, restaurants, and the beauty of Manchester Center. This apartment offers the perfect blend of small-town charm and modern living. This convenient apartment features ample closet space, bright and airy

  Loana Sargent Wohler Realty Group

  5138 Main St, Manchester, VT 05255
• 

  

  

  /45

  $725,000 Sold Jul 02, 2025

  • 2,432 Sq Ft
  • $298/SF
  • 55 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1971

  327 Deer Meadow Rd, Manchester Center, VT 05255

  Nestled on 1.1 beautifully landscaped acres in desirable Manchester Center, this charming 3 bedroom, 2.5 bath split-level home offers the perfect blend of comfort, space, and Vermont charm. Step inside to a warm and welcoming open concept floor plan featuring a spacious Kitchen Great Room 33 X 21. Well appointed kitchen with brand new appliances, bright dining space with beautiful crown molding

  Laura Beckwith Josiah Allen Real Estate, Inc.

  327 Deer Meadow Rd, Manchester Center, VT 05255
• 

  

  

  /26

  Est $717,751 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  373 Hillcrest Rd, Manchester Center, VT 05255

  373 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  

  /27

  $1,250,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  233 Squires Rd, Manchester Center, VT 05255

  Discover a rare opportunity to live and work amidst the serene beauty of Manchester, Vermont. This fully renovated 2-bedroom, 1-bath contemporary ranch, with leased solar array, is nestled on nearly 19 acres, offering a harmonious blend of modern comfort and entrepreneurial potential.The open-concept design features a spacious kitchen and living area, complemented by energy-efficient

  Mark Triller Real Broker LLC

  233 Squires Rd, Manchester Center, VT 05255
• 

  

  /59

  $825,000 Sold Jun 30, 2025

  • 3,240 Sq Ft
  • $255/SF
  • 41 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1975

  764 Barnumville Rd Unit 2, Manchester Center, VT 05255

  Welcome to a truly exceptional residence where refined design meets effortless comfort. This luxury condo blends sophistication and style with upscale finishes, panoramic views, and an expansive open floor plan. Fully renovated in 2018, the home features engineered hardwood on the first level, 3BR/4BA, and sun-drenched spaces framed by large windows. A striking fireplace adds warmth and charm,

  Kim Morgan-Wohler Wohler Realty Group

  764 Barnumville Rd Unit 2, Manchester Center, VT 05255
• 

  

  /36

  Est $573,406 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  64 Mears Ln, Manchester Center, VT 05255

  64 Mears Ln, Manchester Center, VT 05255
• 

  

  /37

  $1,700,000

  • 6 Beds
  • 7 Baths
  • 5,400 Sq Ft

  2001 Depot St, Manchester Center, VT 05255

  Experience the best of Vermont living at Greybourne House, a fully furnished and impeccably maintained estate offering four-season enjoyment. With 6 bedrooms, 7 full bathrooms, and over 5,400 square feet of living space on 3.2 private acres, this home combines comfort, elegance, and an unbeatable location just minutes from Bromley, Stratton, and the dining and shopping of Manchester. A grand

  Steven Bryant TPW Real Estate

  2001 Depot St, Manchester Center, VT 05255
• 

  

  /23

  $775,000 Sold Jun 30, 2025

  • 5,103 Sq Ft
  • $152/SF
  • 183 Days On Market

  • 10 Beds
  • 7 Baths
  • Built 1850

  53 Elm St, Manchester Center, VT 05255

  This 7 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are 4 apartments on the first floor, two apartments on the second floor and one on the third floor. There is plenty of off street parking both in front of the

  David Citron RE/MAX Four Seasons

  53 Elm St, Manchester Center, VT 05255
• 

  

  /26

  Est $578,263 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,182 Sq Ft

  84 Green Mountain Rd, Manchester Center, VT 05255

  84 Green Mountain Rd, Manchester Center, VT 05255
• 

  

  /41

  $1,449,000

  • 4 Beds
  • 4 Baths
  • 2,736 Sq Ft

  693 Longview Dr, Manchester, VT 05255

  Tucked away in one of Manchester's most scenic neighborhoods, this 4-bedroom, 4-bathroom home offers peace,privacy,and thoughtful updates on three beautifully landscaped acres.Mature trees, immaculately crafted stone walls, a flowing brook,and expansive level lawn spaces create a true Vermont retreat.Centrally located near the town center and 1.5 miles from Burr and Burton Academy,you get the

  Tara van de Velde Four Seasons Sotheby's Int'l Realty

  693 Longview Dr, Manchester, VT 05255
• 

  

  /35

  $2,968,000 Sold Jun 20, 2025

  • 7,574 Sq Ft
  • $392/SF
  • 291 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2022

  171 High Fields Ln, Manchester, VT 05254

  AUCTION - Seller offering property via online auction. Bid online beginning Monday, May 5th with a starting bid of $2,100,000. Preview weekend begins Friday, May 2nd for this custom-built 5-bedroom, 5.5-bath estate in Southern Vermont offering luxury and privacy. Arrive via a maple-lined lane to find Vermont oak floors, custom millwork and cabinetry, and a dream kitchen with large windows,

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  171 High Fields Ln, Manchester, VT 05254
• 

  

  /39

  Est $808,571 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,154 Sq Ft

  195 Windsor Rd, Manchester Center, VT 05255

  195 Windsor Rd, Manchester Center, VT 05255
• 

  

  /25

  $1,274,999

  • 4 Beds
  • 2.5 Baths
  • 4,620 Sq Ft

  139 Village View Rd, Manchester, VT 05255

  Enjoy privacy and panoramic views of Mount Equinox and the Manchester Valley from this spacious, light-filled home in a desirable location. The main level features a vaulted great room, eat-in kitchen with adjacent covered porch, dining room, den with fireplace, two bedrooms, a full bath, and a primary suite with walk-in shower and jetted tub. Step out onto the expansive deck and take in the

  Marek Kovac TPW Real Estate

  139 Village View Rd, Manchester, VT 05255
• 

  

  /40

  $1,600,000 Sold Jun 17, 2025

  • 4,891 Sq Ft
  • $327/SF
  • 278 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1997

  430 Riverbend Dr, Manchester Center, VT 05255

  Tasteful Grace... Timeless Style... Easy Comfort... Manchester's River Road leads to this Extraordinary 4900 SF Riverbend Residence embracing the most impactful Green Mountain views from every room with window walls that bring the outdoors in. The casual open flow floorplan transitions flawlessly over hardwood floors taking in abundant architectural detail from deep crown moldings, custom

  Laura Beckwith Josiah Allen Real Estate, Inc.

  430 Riverbend Dr, Manchester Center, VT 05255
• 

  

  /23

  Est $539,163 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,124 Sq Ft

  70 Hillcrest Rd, Manchester Center, VT 05255

  70 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  /45

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,274 Sq Ft

  152 Bonnet St, Manchester Center, VT 05255

  At 152 Bonnet Street, history holds the walls and craftsmanship tells a story. Built in 1890 and once home to Brewster Antiques, this stately in-town Victorian has stood as a cornerstone of Manchesters architectural heritage for over a century. Thoughtfully renovated from top to bottom, the home honors its vintage soul while embracing modern comfort. Graceful period millwork, preserved original

  Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

  152 Bonnet St, Manchester Center, VT 05255
• 

  

  /34

  $550,000 Sold Jun 16, 2025

  • 1,872 Sq Ft
  • $294/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  764 Barnumville Rd Unit 1, Manchester Center, VT 05255

  Rustic charm meets modern comfort. Fully renovated barn-style condo in an incredible settingWelcome to a one-of-a-kind barn-style condominium that blends timeless craftsmanship with modern updates, set against the breathtaking backdrop of Vermont's Green Mountains. This fully renovated 3 bedroom, 3 bath home is anything but ordinary, offering character, quality, and convenience in one stunning

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  764 Barnumville Rd Unit 1, Manchester Center, VT 05255
• 

  

  /19

  Est $643,577 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft

  251 White Birch Ln, Manchester Center, VT 05255

  251 White Birch Ln, Manchester Center, VT 05255
• 

  

  /23

  $1,195,000 Pending

  • 5 Beds
  • 5 Baths
  • 3,961 Sq Ft

  708 Prospect St, Manchester, VT 05254

  Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  708 Prospect St, Manchester, VT 05254
• 

  

  /21

  $455,000 Sold Jun 16, 2025

  • 2,767 Sq Ft
  • $164/SF
  • 273 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  177 Green Mountain Rd, Manchester Center, VT 05255

  This charming, raised ranch is very bright, open and airy. It was renovated between 2020 and 2024. The stunning light filled living room with vaulted ceiling, features an exposed brick chimney with a woodstove. The kitchen on the main level has updated countertops and appliances. The kitchen and dining room all look out over the back yard. 2 bedrooms and 2 bathrooms on the main level, additional

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  177 Green Mountain Rd, Manchester Center, VT 05255
• 

  

  /11

  Est $621,472 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  470 Johnnycake St, Manchester Center, VT 05255

  470 Johnnycake St, Manchester Center, VT 05255
• 

  

  /40

  $645,000

  • 2 Beds
  • 2 Baths
  • 4,044 Sq Ft

  5515 Main St, Manchester, VT 05255

  Own a piece of Vermont history and enjoy the convenience of in-town living with this charming and versatile 1830s home, located right on Main Street. Zoned for mixed use (MU2), this 2 bedroom, 2 bath property with a full kitchen blends the charm of an old Vermont home with incredible work from home or business potential. Step inside to find a home full of character, enhanced by modern updates

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  5515 Main St, Manchester, VT 05255
• 

  

  /27

  $400,000 Sold Jun 06, 2025

  • 1,608 Sq Ft
  • $249/SF
  • 62 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255

  Welcome to your renovated, turnkey townhouse located right in town! This 3BR cape-style home offers tranquility, Green Mountain views, and the peaceful babble of the Battenkill down the hill, easily accessible from the walk-out lower level. Entertain friends in the open-concept kitchen/living room, with a fire in the fireplace, plenty of natural light, and a back deck with room for evening

  Jamie Luke TPW Real Estate

  181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255
• 

  

  /40

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,602 Sq Ft

  658 Finbars Forest Rd, Manchester Center, VT 05255

  658 Finbars Forest Rd, Manchester Center, VT 05255
• 

  

  /22

  $895,000

  • Land
  • 24 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
• 

  

  /20

  $345,000 Sold Jun 06, 2025

  • 1,693 Sq Ft
  • $204/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  200 Carlen St, Manchester Center, VT 05255

  Situated on one of the few full one acre lots in this neighborhood, this Cape-style residence offers abundant potential at an appealing price point that is rare to find these days. The main-level bedroom & adjacent three-quarter bath provide flexibility for single-level living. A welcoming, vaulted informal side entry room leads to the recently updated kitchen, complete w/ refreshed flooring,

  Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

  200 Carlen St, Manchester Center, VT 05255
• 

  

  /32

  Est $965,982 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,728 Sq Ft

  1145 Powderhorn Rd, Manchester Center, VT 05255

  1145 Powderhorn Rd, Manchester Center, VT 05255
• 

  

  /33

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,777 Sq Ft

  8920 Sage Hill Rd Unit 20, Manchester, VT 05255

  Nestled amidst the breathtaking scenery, this 3 bedroom condominium offers an idyllic escape. Inside, you're greeted by an open living space on the main floor, featuring high ceilings, natural woodwork and a wood-burning fireplace. The kitchen is spacious and flows into the dining/living area. On the main floor you'll also find the primary bedroom, full bathroom, half bath, and enclosed three

  David Halligan Four Seasons Sotheby's Int'l Realty

  8920 Sage Hill Rd Unit 20, Manchester, VT 05255
• 

  

  /18

  $400,000 Sold Jun 06, 2025

  • 2,139 Sq Ft
  • $187/SF
  • 92 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1980

  94 Murray Hill Woods Rd Unit 61, Manchester, VT 05255

  Perched at the top of Murray Hill’s sought-after Woods section, this end-unit condo offers some of the best panoramic mountain views in the community. 3 bedrooms, 3 1/2 bathrooms. From the moment you step in, breathtaking mountain views unfold through new sliding glass doors leading to an expansive deck overlooking the association’s open common land. The covered entry features a convenient

  Christiane Carroccio TPW Real Estate

  94 Murray Hill Woods Rd Unit 61, Manchester, VT 05255
• 

  

  /31

  Est $535,072 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  109 Hillcrest Rd, Manchester Center, VT 05255

  109 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  /33

  $895,000

  • 3 Beds
  • 3 Baths
  • 3,037 Sq Ft

  725 Wideawake Rd, Manchester Center, VT 05255

  This home offers approximately 3,000 square feet of living space, including three bedrooms plus an additional room for guests, and three bathrooms. The first floor features a spacious master en suite with a walk-in closet, French doors leading to a patio, and a beautifully updated bathroom with radiant flooring and a marble shower. Also on the first floor, you'll find a bright and airy kitchen

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  725 Wideawake Rd, Manchester Center, VT 05255
• 

  

  /43

  $1,500,000 Sold Jun 02, 2025

  • 3,990 Sq Ft
  • $376/SF
  • 397 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1810

  164 Landmark Ln, Manchester Center, VT 05255

  Surrounded by breathtaking mountain views, this historic property named “The Landmark” was originally built on Main Street in Manchester. To avoid demolition in 1964, The Landmark was moved by the Dyer family to other lands they owned off Barnumville Road. The current owners bought the property in 1970 and has been thoroughly enjoyed by the family of 7 children. Today this magnificent home, on 5

  Donna Murray Varick Associates Ltd

  164 Landmark Ln, Manchester Center, VT 05255
• 

  

  /35

  Est $692,028 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,757 Sq Ft

  602 Barnumville Rd, Manchester Center, VT 05255

  602 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /37

  $799,000

  • 4 Beds
  • 3 Baths
  • 3,609 Sq Ft

  3357 Main St, Manchester, VT 05254

  Situated along one of Manchester Village’s most iconic, tree-lined streets, this impeccably restored mid-19th century Colonial blends timeless charm with modern comfort. Surrounded by marble sidewalks and classic lantern lighting, this exceptional property offers the rare opportunity to live in a storybook setting with walkability to dining, shopping, hiking, and year-round recreational

  Annette Gallo Real Broker LLC

  3357 Main St, Manchester, VT 05254
• 

  

  /33

  $875,000 Sold May 30, 2025

  • 4,046 Sq Ft
  • $216/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  401 South Hill, Manchester, VT 05255

  Nestled on 4.44 acres of breathtaking land, this exceptional contemporary home presents panoramic westerly views of Mount Equinox & majestic Taconic Mountain Range from nearly every room. With nearly 4,000 square feet of meticulously designed living space, this 3-bedroom home includes a spacious bonus room/office upstairs, a generously sized family room above the garage, & a fully finished

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  401 South Hill, Manchester, VT 05255
• 

  

  /34

  Est $734,323 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft

  196 Ways Ln, Manchester Center, VT 05255

  196 Ways Ln, Manchester Center, VT 05255
• 

  

  /22

  $995,000

  • 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
• 

  

  /29

  $495,000 Sold May 29, 2025

  • 1,728 Sq Ft
  • $286/SF
  • 42 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  117 Nottingham Park, Manchester Center, VT 05255

  Modern Chalet Vibes | Stylish Retreat with Nature Views. Looking for your own peaceful escape without sacrificing style? This beautifully maintained chalet-style home is nestled on nearly an acre (.92) of land in a quiet neighborhood, offering the perfect blend of rustic charm and modern upgrades. With a detached two-car garage and an elevated wrap-around deck, this home is designed for both

  David Halligan Four Seasons Sotheby's Int'l Realty

  117 Nottingham Park, Manchester Center, VT 05255
• 

  

  /17

  Est $325,149 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  1581 E Manchester Rd, Manchester Center, VT 05255

  1581 E Manchester Rd, Manchester Center, VT 05255

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