2,359

Bennington, VT Homes

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  • /38

    $475,000

    • 3 Beds
    • 3 Baths
    • 1,710 Sq Ft

    1243 Murray Hill Heights Rd Unit 43, Manchester, VT 05255

    Set in the heart of Manchester’s desirable Murray Hill community, this 3-bedroom, 3-bath condo in the Heights offers over 1,700 sq. ft. of comfortable, light-filled living with breathtaking mountain views. Enjoy a spacious three-level layout that offers privacy for guests with one of bedrooms on the top floor. The main living area is perfect for relaxing or entertaining, featuring a

    Agent Photo

    Julie Citron

    RE/MAX Four Seasons

    (802) 402-4782

    1243 Murray Hill Heights Rd Unit 43, Manchester, VT 05255
  • /60

    $9,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,746 Sq Ft
    • House for Rent

    81 Pine Tree Ln, Manchester Center, VT 05255

    Welcome to this stunning newly built modern farmhouse, nestled on 3 private acres in a prime location just minutes from both Manchester and Dorset. This spacious 4 bedroom, 2.5 bath home offers a perfect blend of modern comfort and farmhouse charm. Bright and airy open concept first floor with kitchen, dining area, living room, and den – all opening to a spacious patio, perfect for entertaining.

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 577-2443

    81 Pine Tree Ln, Manchester Center, VT 05255
  • /23

    $235,000 Sold Jul 31, 2025

    • 784 Sq Ft
    • $300/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1986

    40 Bourn Brook Rd Unit 49, Manchester, VT 05255

    Cheery and bright 2 bedroom, 1 bath, 784 SF townhouse right in Manchester Center. Open floor plan kitchen, living and dining on the first floor with new furnance installed in 2022. Stainless steel appliances, laminate flooring and covered front porch. 2nd Floor is carpeted and has 2 bedrooms, 3/4 bath and laundry. Great location close to all restaurants, shopping and amentities that Manchester

    Laura Beckwith Josiah Allen Real Estate, Inc.

    40 Bourn Brook Rd Unit 49, Manchester, VT 05255
    • /40

      Est $979,877 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,774 Sq Ft

      67 Coventry Ln, Manchester Center, VT 05255

      67 Coventry Ln, Manchester Center, VT 05255
  • /60

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,215 Sq Ft

    92 Coventry Ln, Manchester Center, VT 05255

    Coventry House - Offered For The First Time! Built in 1972, the home was thoughtfully designed by local architect Charles "Bud" Lynch in collaboration with the owners. This custom-built home blends timeless design with natural surroundings. Offering a country kitchen, 4 bedrooms and 3+ vintage baths reflecting the 70’s era focus on color, natural materials, and open floor plans all on one level

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 424-8410

    92 Coventry Ln, Manchester Center, VT 05255
  • /52

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • House for Rent

    397 Powderhorn Rd, Manchester Center, VT 05255

    Charming newly renovated ranch with 3 bedrooms, 2 baths is the perfect summer rental, offering a cozy and inviting atmosphere! Conveniently located close to town for easy access to shops and dining. Enjoy a fenced-in backyard with a deck, perfect for grilling and outdoor relaxation. The kitchen and living room are located on the first floor, along with the spacious primary bedroom featuring an en

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 729-7527

    397 Powderhorn Rd, Manchester Center, VT 05255
  • /41

    $500,000 Sold Jul 29, 2025

    • 1,779 Sq Ft
    • $281/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    361 Murray Hill Rd S Unit 1, Manchester, VT 05255

    Beautifully maintained 3-bedroom, 2.5-bath end unit in sought-after Murray Hill. This home offers the only 2-car garage in the community, stunning mountain views, and a spacious wrap-around deck for easy outdoor living. The open main level features vaulted ceilings, a wood-burning fireplace, hardwood floors, and newer windows and sliders. A light-filled eat-in kitchen provides generous counter

    Julie Citron RE/MAX Four Seasons

    361 Murray Hill Rd S Unit 1, Manchester, VT 05255
    • /4

      Not Listed For Sale

      AC Main St, Manchester, VT 05255

      AC Main St, Manchester, VT 05255
  • /43

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 5,700 Sq Ft

    56 Mending Walls Rd, Manchester Center, VT 05255

    Welcome to your next chapter in Manchester, Vermont.Tucked away in the sought-after Mending Walls community, this 4-bedroom, 4-bath home offers over 5,700 square feet of sun-filled space designed for both comfort and connection. Set on a private one-acre lot, it’s clean, unfurnished, and ready for you to make it your own.Inside, you’ll find warm wood floors, a chef’s kitchen with

    Agent Photo

    Trent Stephens

    Wohler Realty Group

    (802) 215-6507

    56 Mending Walls Rd, Manchester Center, VT 05255
  • /40

    $3,250 per month

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Condo for Rent

    20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255

    Available Now For Winter '25/'26Welcome to 20 Murray Hill Heights! This tastefully decorated home has undergone a lovely renovation and is available for Winter '25/'26. Enjoy Winter Season in this cozy, well-furnished, air-conditioned two-bedroom plus bonus loft Townhouse. Enjoy all that Manchester, Vermont, has to offer. It is conveniently located in Manchester, VT, close to Bromley and

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 328-9795

    20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255
  • /34

    $610,000 Sold Jul 24, 2025

    • 1,768 Sq Ft
    • $345/SF
    • 62 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    35 Valley Pass, Manchester, VT 05255

    You’ll fall in love with this charming, fully renovated Cape tucked away in one of Manchester’s most peaceful neighborhoods. Just minutes from downtown, this beautifully renovated 4-bedroom, 3-bathroom home blends modern style with everyday comfort. Since 2022, the property has undergone a top-to-bottom transformation. The main floor now features a bright, open-concept layout with a brand-new

    Christiane Carroccio TPW Real Estate

    35 Valley Pass, Manchester, VT 05255
    • /36

      Est $874,693 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,816 Sq Ft

      372 Canterbury Rd, Manchester Center, VT 05255

      372 Canterbury Rd, Manchester Center, VT 05255
  • /38

    $595,000 Pending

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

    106 Eagle Nest Rd Unit 12, Manchester Center, VT 05255

    Truly a rare offering, Eagle Nest, Walk or Bike to all Manchester amenities, convenient, quiet, and the most efficiently run HOA in all the area! These residences are held by homeowners for many years, there are a total of 16 in clusters of 4, this is an end unit... no common walls. Upgrades over the years include: 2024 entire interior painted, new siding, 2025 new extended arcteryx deck &

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 266-4112

    106 Eagle Nest Rd Unit 12, Manchester Center, VT 05255
  • /40

    $11,300 per month

    • 5 Beds
    • 3 Baths
    • 2,472 Sq Ft
    • House for Rent

    303 W View Estates, Manchester, VT 05255

    Gorgeous 4,432 Square Foot - 5 bedroom, 3 bath Log Home in the Heart of Manchester and the Green Mountains! You won't find a better equipped, more spacious and luxury home, located in one of the best Winter and Summer vacation spots in Vermont. 1st Floor boasts a beautiful great room with cathedral ceiling, stone fireplace seamlessly flows into an open-concept kitchen/dining area. Great for

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 300-4671

    303 W View Estates, Manchester, VT 05255
  • /25

    $515,000 Sold Jul 22, 2025

    • 1,731 Sq Ft
    • $298/SF
    • 77 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    256 Hillcrest Rd, Manchester Center, VT 05255

    This well-maintained 3 bedroom, 2 bath home sits on a beautifully landscaped one acre lot in a desirable neighborhood on a quiet dead-end street with a cul-de-sac, offering minimal traffic and peaceful surroundings. Located just about a mile from the heart of Manchester and only 10 minutes to Bromley Mountain, the home provides both convenience and tranquility. Lovingly cared for by the same

    Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    256 Hillcrest Rd, Manchester Center, VT 05255
    • /28

      Est $557,193 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,549 Sq Ft

      217 Hillvale Dr, Manchester Center, VT 05255

      217 Hillvale Dr, Manchester Center, VT 05255
  • /60

    $2,600,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 5,559 Sq Ft

    1640 3 Maple Dr, Manchester, VT 05255

    Stunning, newly constructed 5,560 SF Architect Designed Cape with attached garage/barn that is Intelligently Efficient in every detail. Views over the open 4 acre parcel frames the idyllic Owls Head, Green Peak, Knee Top, & Dorset Peak in Dorset. Wide Plank flooring transitions beautifully throughout the living areas with porcelain stone tile in the kitchen, mudroom, laundry and baths. The

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 808-6386

    1640 3 Maple Dr, Manchester, VT 05255
  • /19

    $3,750 per month

    • 4 Beds
    • 2 Baths
    • 2,690 Sq Ft
    • House for Rent

    282 Highland Ave, Manchester Center, VT 05255

    In town, four bedroom, two bathroom house for rent. Main floor is a large mudroom and laundry room, kitchen, dining, office, living room, and full bathroom. Upstairs is 4 bedrooms, full bathroom, storage room. Central air conditioning. Wood floors throughout. Unfinished clean basement. Wrap around covered porch. Level yard, paved driveway. Walk to town. One car detached garage. Stand by backup

    Christiane Carroccio TPW Real Estate

    282 Highland Ave, Manchester Center, VT 05255
  • /33

    $375,000 Sold Jul 16, 2025

    • 804 Sq Ft
    • $466/SF
    • 53 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    46 Murray Hill Heights Rd Unit 17, Manchester, VT 05255

    Come see this in-town condominium with a garage! This unit features open bright kitchen and a living room with cathedral ceilings and a pellet stove, 2 bedrooms and 3 bathrooms. Enjoy the community amenities, including a pool, playground, and tennis courts. Furniture and appliances are included in the sale. Schedule a visit to see it for yourself. OPEN HOUSE on Memorial day 05/26/2025 from

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    46 Murray Hill Heights Rd Unit 17, Manchester, VT 05255
    • /35

      Est $913,828 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,636 Sq Ft

      290 Mending Walls Rd, Manchester Center, VT 05255

      290 Mending Walls Rd, Manchester Center, VT 05255
  • /49

    $949,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    681 Powderhorn Rd, Manchester Center, VT 05255

    Enjoy privacy and convenience in this charming New England country home, just minutes from town. An open floor plan connects the updated country kitchen to the dining area and living room which features a fireplace and beamed cathedral ceiling. A large mud room with built in storage benches and a farmhouse sink has doors to the stone patio. In the living room, french doors open to a screened

    Christiane Carroccio TPW Real Estate

    681 Powderhorn Rd, Manchester Center, VT 05255
  • /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
  • /27

    $1,255,000 Sold Jul 14, 2025

    • 1,799 Sq Ft
    • $698/SF
    • 83 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2015

    1424 West Rd, Manchester Center, VT 05255

    Luxurious Guest House on 16.9 Acres with Unmatched Views and Custom Features. Nestled on nearly 17 acres of pristine land off Manchester West Road, this high-end guest house offers breathtaking panoramic views of the Green Mountains and Mt. Equinox. Designed with a perfect blend of comfort and elegance while you build you dream home, the home features custom carpentry throughout, showcasing

    Andy Reed Four Seasons Sotheby's Int'l Realty

    1424 West Rd, Manchester Center, VT 05255
    • /25

      Est $801,385 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,548 Sq Ft

      519 Barnumville Rd, Manchester Center, VT 05255

      519 Barnumville Rd, Manchester Center, VT 05255
  • /36

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 5,445 Sq Ft

    527 Benson Rd, Manchester Center, VT 05255

    Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

    Story Jenks LandVest, Inc/Woodstock

    527 Benson Rd, Manchester Center, VT 05255
  • /37

    $895,000 Sold Jul 11, 2025

    • 1,949 Sq Ft
    • $459/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    505 Powderhorn Rd, Manchester Center, VT 05255

    THE SECRET IS OUT..... STORY BOOK CHARM ON POWDERHORN ROAD!!Timeless, cozy and elegant mixed with a touch of Vintage allure and just minutes from town/village.Nestled in on over two acres, this stunning home is move-in ready and full of thoughtful updates. Designed by award-winning interior designer Joshua Smith, this home built in the seventies was reimagined to evoke country cottage charm

    Sunny Breen Josiah Allen Real Estate, Inc.

    505 Powderhorn Rd, Manchester Center, VT 05255
    • /26

      Est $642,401 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,924 Sq Ft

      989 Beech St, Manchester Center, VT 05255

      989 Beech St, Manchester Center, VT 05255
  • /37

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,697 Sq Ft

    1589 Richville Rd, Manchester Center, VT 05255

    Welcome to your dream Vermont retreat. This classic 3 bedroom Colonial is gracefully set on 9.52 acres of open meadows with direct frontage on the Battenkill River, renowned worldwide for its exceptional trout fishing. With timeless architecture, peaceful privacy, and sweeping Mountain views, this property captures the essence of New England living. Inside, the home blends historic charm with

    Carol O`Connor Four Seasons Sotheby's Int'l Realty

    1589 Richville Rd, Manchester Center, VT 05255
  • /53

    $1,388,000 Sold Jul 11, 2025

    • 3,430 Sq Ft
    • $405/SF
    • 92 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2005

    1325 Barnumville Rd, Manchester Center, VT 05255

    Discover impeccable craftsmanship and contemporary charm at 1325 Barnumville Road in the heart of Manchester, Vermont. This immaculate home is perfectly situated on a spacious lot with sweeping mountain views—offering peace, privacy, and proximity to all the best of Southern Vermont.Step inside to a bright, airy interior filled with natural light, high ceilings, and a thoughtfully

    Christiane Carroccio TPW Real Estate

    1325 Barnumville Rd, Manchester Center, VT 05255
    • /31

      Est $635,203 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,177 Sq Ft

      350 Carlen St, Manchester Center, VT 05255

      350 Carlen St, 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
  • /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
    • /24

      Est $823,128 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,903 Sq Ft

      268 Meadow Ridge Rd, Manchester Center, VT 05255

      268 Meadow Ridge Rd, 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
  • /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
    • /28

      Est $883,412 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,644 Sq Ft

      464 Hillcrest Rd, Manchester Center, VT 05255

      464 Hillcrest 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
  • /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 $785,460 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
  • /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

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