Bennington, VT Homes

• 

  

  

  /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

  

  Julie Citron

  RE/MAX Four Seasons

  (802) 402-4782

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

  

  

  /25

  $5,500 per month

  • 3 Beds
  • 3.5 Baths
  • 2,660 Sq Ft
  • Townhouse for Rent

  36 Falcons Bluff Unit C-2, Manchestr Ctr, VT 05255

  Equinox On The Battenkill Furnished Rental Available Immediately! Annual, Summer season, and Winter season rentals available.Don't miss this opportunity to rent a fully furnished EOB, three-bedroom 3.5-bath rental in the highly sought-after, beautifully maintained Equinox on the Battenkill community. This home features a first-floor bedroom and a full bathroom. The sunny living room opens

  

  Kristin Comeau

  TPW Real Estate

  (802) 676-7292

  36 Falcons Bluff Unit C-2, Manchestr Ctr, 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
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  /4

  Not Listed For Sale

  AC Main St, Manchester, VT 05255

  AC Main St, Manchester, VT 05255
• 

  

  

  /40

  $1,450,000

  • 4 Beds
  • 6 Baths
  • 4,272 Sq Ft

  1016 West Rd, Manchester Center, VT 05255

  Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 357-7462

  1016 West Rd, 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

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 300-4671

  303 W View Estates, Manchester, 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
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  /34

  Est $686,412 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
• 

  

  /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

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 808-6386

  1640 3 Maple Dr, Manchester, VT 05255
• 

  

  /25

  $3,200 per month

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • House for Rent

  78 Franklin Rd, Manchester, VT 05255

  AVAILABLE NOW! WINTER RENTAL: '25/'26 As the seasons change, this charming older home in the heart of Manchester Village is ready to welcome you. With its unique traditional elements, this fully furnished home is a perfect retreat for the Winter Season.Bon appetit! Located just a couple of blocks from Manchester's Restaurant Row...Available November 15th '25, through

  

  Kristin Comeau

  TPW Real Estate

  (802) 300-3752

  78 Franklin Rd, Manchester, 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
• 

  

  /23

  Est $645,478 Not Listed For Sale

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

  516 Equinox On the Battenkill Unit I-5, Manchester, VT 05254

  516 Equinox On the Battenkill Unit I-5, Manchester, VT 05254
• 

  

  /55

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 4,785 Sq Ft

  671 West Rd, Manchester Center, VT 05255

  Charming 1790 Manchester Village home with guest house and separate garage located in the heart of Manchester Village and just steps from restaurants, shops, and the Southern Vermont Arts Center. This beautifully maintained 5 bedroom, 3 1/2 bath home sits on 3.8 private acres of expansive lawn, manicured gardens, and outdoor entertaining space. The updated kitchen features a large island, a

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  671 West Rd, Manchester Center, VT 05255
• 

  

  /16

  $5,500 per month

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Townhouse for Rent

  556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254

  SUMMER RENTAL 2026 - EQUINOX ON THE BATTENKILL There is so much to offer! This sought-after four-bedroom EOB townhome is now available for a summer seasonal rental. EOB amenities include tennis, pickleball, pool, and clubhouse privileges. Enjoy all that Manchester and the Mountains have to offer. We have the Manchester Music Festival, The Vermont Summer Festival, the Dorset Theatre, the

  

  Kristin Comeau

  TPW Real Estate

  (802) 348-2094

  556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254
• 

  

  /52

  $1,025,000 Sold Jul 18, 2025

  • 3,046 Sq Ft
  • $337/SF
  • 54 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1845

  21 Shepards Ln, Manchester, VT 05255

  Located on a prominent corner in the heart of Manchester Village, this charming approximately 1845 home offers classic style and comfortable living just steps from shops, restaurants, and outdoor activities. The home features a distinctive L-shaped layout with two full stories plus attic space, and a welcoming wraparound porch that adds to its curb appeal.Inside, you’ll find 4 bedrooms

  Christiane Carroccio TPW Real Estate

  21 Shepards Ln, Manchester, VT 05255
• 

  

  /20

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,066 Sq Ft

  13803 Riverside Townhouses Rd Unit 3, Manchester, VT 05255

  13803 Riverside Townhouses Rd Unit 3, Manchester, VT 05255
• 

  

  /54

  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 3,451 Sq Ft

  139 Prospect St, Manchester, VT 05254

  Step into Vermont’s rich history with this beautifully reimagined 3 bedroom, 3,451 sq ft home in the heart of Manchester Village, just steps from over 900 acres of scenic trails at the base of Equinox Mountain. Originally built in 1934 as a historic residence, the home offers a rare blend of timeless character and modern comfort. A marble walkway leads to classic Dutch doors, while a peaceful

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  139 Prospect St, Manchester, VT 05254
• 

  

  /29

  $7,000 per month

  • 4 Beds
  • 3.5 Baths
  • 4,536 Sq Ft
  • Townhouse for Rent

  111 Kestrel Ct Unit E-10, Manchestr Ctr, VT 05255

  AVAILABLE - 07/01/2025 - 08/31/2025 Top Notch SUMMER 2025 RentalStunning Equinox on the Battenkill townhome! Fully updated kitchen with stone countertops, European appliances, breakfast bar, and walk-in pantry. Wet bar is adjacent to the open concept living/dining rooms. Stunning views of the golf course and Equinox Mountain. There are queen beds in three bedrooms and Primary Suite

  

  Kristin Comeau

  TPW Real Estate

  (802) 392-2945

  111 Kestrel Ct Unit E-10, Manchestr Ctr, 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
• 

  

  /37

  Est $872,397 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,230 Sq Ft

  248 McCooey Dr, Manchester, VT 05255

  248 McCooey Dr, Manchester, VT 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
• 

  

  /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
• 

  

  /39

  $825,000 Sold Jul 11, 2025

  • 3,002 Sq Ft
  • $275/SF
  • 63 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1958

  2844 Main St, Manchester, VT 05254

  Modern Vermont Living in Classic Cape Cod StyleManchester Village | 4 Beds | 3.5 Baths | 3,000 Sq Ft | 9.58 AcresWelcome to your Vermont dream home, a perfect fusion of timeless charm and updated comfort nestled in the heart of Manchester Village. Set on nearly 10 acres with panoramic easterly views of the Green Mountains, this 3,000 sq ft Cape Cod-style home offers the lifestyle

  David Halligan Four Seasons Sotheby's Int'l Realty

  2844 Main St, Manchester, VT 05254
• 

  

  /19

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,037 Sq Ft

  3746-3738 Main Unit 4, Manchester, VT 05252

  3746-3738 Main Unit 4, Manchester, VT 05252
• 

  

  /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

  Not Listed For Sale

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

  163 Eagle Rise Rd Unit 21, Manchestr Ctr, VT 05255

  163 Eagle Rise Rd Unit 21, Manchestr Ctr, 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
• 

  

  /24

  Not Listed For Sale

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

  3925 Sage Hill Rd Unit 25, Manchester, VT 05255

  3925 Sage Hill Rd Unit 25, Manchester, 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
• 

  

  /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
• 

  

  /24

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  4 Murray Hill Rd S Unit 4 / Building 36, Manchester, VT 05255

  4 Murray Hill Rd S Unit 4 / Building 36, Manchester, VT 05255
• 

  

  /51

  $2,100,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 4,630 Sq Ft

  3407 Main St, Manchester, VT 05254

  A rare offering in the heart of Manchester Village, 3407 Main Street is a distinguished Georgian-style estate that exemplifies timeless elegance and refined country living. Set on over three private acres of landscaped grounds, this grand residence is a harmonious blend of classic architectural beauty and modern sophistication. Built in 1988 with meticulous attention to scale and symmetry, the

  Christiane Carroccio TPW Real Estate

  3407 Main St, Manchester, VT 05254
• 

  

  /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
• 

  

  /20

  Est $816,461 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  203 Kestrel Ct, Manchester, VT 05254

  203 Kestrel Ct, Manchester, VT 05254
• 

  

  /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
• 

  

  /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
• 

  

  /40

  Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 2,631 Sq Ft

  95 Battenkill Rd, Manchestr Ctr, VT 05255

  95 Battenkill Rd, Manchestr Ctr, 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

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