Bennington Homes

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  /40

  Est $620,211 Not Listed For Sale

  88 Southshire Dr, Bennington, VT 05201

  • 3 Beds
  • 3.5 Baths
  • 2,952 Sq Ft
  • Built 1988

  88 Southshire Dr, Bennington, VT 05201

  Last Sold Summary

  • 10% Above List Price
  • $191/SF
  • 6 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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  /58

  $299,000 Under Contract

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

  207 Silver St, Bennington, VT 05201

  Tastefully renovated antique home that retained it character 4 bed 2 bath home with gleaming hardwood floor in through out with Vinyl plank in the bathrooms and Laundry room. The downstairs Ensuite is currently being used as an in home office with private entrance. This would make a great room for a in-law space with private bath and the 3 season sunroom could easily be converted into a

  Dan Mason Perrott Realty

  207 Silver St, Bennington, VT 05201
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  /4

  $45,000 Sold Oct 06, 2025

  45 Shady Ln, Bennington, VT 05201

  • 4 Beds
  • 1 Bath
  • 1,142 Sq Ft
  • Built 1948

  Last Sold Summary

  • 25% Below List Price
  • $39/SF
  • 7 Days On Market

  Current Estimated Value $124,346

  Last Listing Agent Erika Floriani Hoffman Real Estate

  45 Shady Ln, Bennington, VT 05201
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  /40

  Est $616,065 Not Listed For Sale

  377 Southshire Dr, Bennington, VT 05201

  • 4 Beds
  • 3.5 Baths
  • 3,183 Sq Ft
  • Built 1988

  377 Southshire Dr, Bennington, VT 05201

  Last Sold Summary

  • 12% Above List Price
  • $173/SF
  • 14 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Brandy Lesser
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  /13

  $265,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,882 Sq Ft

  13 Hall St, North Bennington, VT 05257

  Full of potential, this 4-bedroom, 2-bath North Bennington home is a true hidden gem with space to grow and a location to love. Cozy up in the living room with its fireplace and hardwood floors, host dinners in the formal dining room, and enjoy the open flow from the kitchen into a large family room. The main floor primary suite offers comfort and privacy with its own bath and walk-in closet,

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  13 Hall St, North Bennington, VT 05257
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  /43

  $235,000 Sold Dec 08, 2025

  110 S Branch St, Bennington, VT 05201

  • 6 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1928

  Last Sold Summary

  • 2% Below List Price
  • $98/SF
  • 9 Days On Market

  Current Estimated Value $236,114

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  110 S Branch St, Bennington, VT 05201
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  /40

  Est $565,891 Not Listed For Sale

  179 Southshire Dr, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft
  • Built 1984

  179 Southshire Dr, Bennington, VT 05201

  Last Sold Summary

  • 13% Above List Price
  • $214/SF
  • 8 Days On Market

  Last Sold Price $499,000

  Last Listing Agent Dan Mason Perrott Realty
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  /50

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  113 Main St, Bennington, VT 05201

  Charming downtown family home with modern upgrades.This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance.Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining

  Lindsey Martin Maple Leaf Realty

  113 Main St, Bennington, VT 05201
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  /24

  $42,000 Sold Oct 24, 2025

  26 Asa's Way, Bennington, VT 05257

  • Land
  • 0.48 Acre
  • $87,500 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 55 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Realty

  26 Asa's Way, Bennington, VT 05257
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  /37

  Est $322,519 Not Listed For Sale

  1065 Burgess Rd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1974

  1065 Burgess Rd, Bennington, VT 05201

  Last Sold Summary

  • 8% Above List Price
  • $214/SF
  • 51 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Gabrielle Burdge
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  /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
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  /46

  $399,000 Sold Jul 28, 2025

  4 Bank St, Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $231/SF
  • 55 Days On Market

  Current Estimated Value $398,636

  Last Listing Agent Margretta Fischer Wohler Realty Group

  4 Bank St, Bennington, VT 05201
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  /31

  Est $429,124 Not Listed For Sale

  543 Gore Rd, Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 1,963 Sq Ft
  • Built 1990

  543 Gore Rd, Bennington, VT 05201

  Last Sold Summary

  • 14% Above List Price
  • $193/SF
  • 87 Days On Market

  Last Sold Price $378,000

  Last Listing Agent Brenda Jones KW Vermont - Brenda Jones Real Estate Group
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  /32

  $295,000

  • 1 Bed
  • 1.5 Baths
  • 1,680 Sq Ft

  318 North St, Bennington, VT 05201

  A former florist shop for 2 decades, this mixed-use property is now a blank slate ready for your vision. Zoning allows for retail, food/drink/entertainment, gallery or studio, personal or professional services, to multi-family or single-family residential. First floor and basement previously served as retail space, but with the walk-in cooler now removed, the main level feels significantly

  Jenifer Prouty Hoffman Hoffman Real Estate

  318 North St, Bennington, VT 05201
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  /35

  $329,900 Sold Aug 28, 2025

  170 Brambley Ln, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1969

  Last Sold Summary

  • $226/SF
  • 4 Days On Market

  Current Estimated Value $325,483

  Last Listing Agent Matt Waddington Hoffman Real Estate

  170 Brambley Ln, Bennington, VT 05201
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  /40

  Est $283,758 Not Listed For Sale

  25 Center St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1990

  25 Center St, Bennington, VT 05201

  Last Sold Summary

  • 2% Below List Price
  • $253/SF
  • 8 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Lilli West Maple Leaf Realty
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  /40

  $114,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,156 Sq Ft

  130 Lincoln St, Bennington, VT 05201

  Convenient location walking distance to downtown Bennington shops and amenities. Spacious eat-in kitchen, formal dining room, and adjoining porch flow perfectly for entertaining. The rustic living room has a beautiful wood ceiling and plenty of windows letting in copious amounts of natural light. The 198' deep backyard is perfect for tossing a ball and enjoying backyard barbeques. Two porches are

  Lisa Friedman Great American Dream Realty

  130 Lincoln St, Bennington, VT 05201
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  /42

  $325,000 Sold Jun 03, 2025

  209 Washington Ave, Bennington, VT 05201

  • 4 Beds
  • 4 Baths
  • 3,230 Sq Ft
  • Built 1900

  Last Sold Summary

  • 22% Below List Price
  • $101/SF
  • 52 Days On Market

  Current Estimated Value $330,795

  Last Listing Agent Wendy Larson Hooscik Realty

  209 Washington Ave, Bennington, VT 05201
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  /40

  Est $291,542 Not Listed For Sale

  14 Center St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1977

  14 Center St, Bennington, VT 05201

  Last Sold Summary

  • 17% Above List Price
  • $194/SF
  • 6 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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  /25

  $98,999 New Construction

  • 2 Beds
  • 2 Baths
  • 825 Sq Ft

  78 Ethans Way, Bennington, VT 05201

  Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polomodel manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

  Kate Barry EXP Realty

  78 Ethans Way, Bennington, VT 05201
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  /54

  $225,000 Sold Sep 10, 2025

  304 North St Unit 6, Bennington, VT 05201

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft
  • Built 1890

  Last Sold Summary

  • 5% Above List Price
  • $104/SF
  • 15 Days On Market

  Current Estimated Value $237,083

  Last Listing Agent Thomas Martins Maple Leaf Realty

  304 North St Unit 6, Bennington, VT 05201
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  /40

  Est $314,376 Not Listed For Sale

  38 Center St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1991

  38 Center St, Bennington, VT 05201

  Last Sold Summary

  • 21% Above List Price
  • $162/SF
  • 8 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Floyd Amidon Maple Leaf Realty
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  /7

  $997,000

  • Land
  • 0.53 Acre
  • $1,881,132 per Acre

  153 Northside Dr, Bennington, VT 05201

  Level, .53-acre lot situated in Bennington’s high-traffic Planned Commercial (PC) District. This site offers a rare opportunity to save significantly on demolition costs and move straight into the design and permitting phase for a new commercial project. This busy corridor lot is located entirely outside of the flood zone, providing a clean slate for development and a more streamlined path for

  Lori Hurley Four Corner Properties LLC

  153 Northside Dr, Bennington, VT 05201
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  /45

  $750,500 Sold May 20, 2025

  688 Rice Ln, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Above List Price
  • $291/SF
  • 27 Days On Market

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  688 Rice Ln, Bennington, VT 05201
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  /38

  Est $300,610 Not Listed For Sale

  116 Rutter Rd, Bennington, VT 05201

  • 5 Beds
  • 2 Baths
  • 1,662 Sq Ft
  • Built 1969

  116 Rutter Rd, Bennington, VT 05201

  Last Sold Summary

  • 11% Above List Price
  • $162/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Brandy Lesser
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  /9

  $295,000

  • 4 Beds
  • 2 Baths
  • 2,206 Sq Ft

  116 S Branch St Unit 118, Bennington, VT 05201

  Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car

  Julie Glover Mahar McCarthy Real Estate

  116 S Branch St Unit 118, Bennington, VT 05201
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  /31

  $130,000 Sold Jun 12, 2025

  432 South St Unit B4, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft
  • Built 1989

  Last Sold Summary

  • 18% Below List Price
  • $153/SF
  • 262 Days On Market

  Current Estimated Value $144,234

  Last Listing Agent Gabrielle Burdge

  432 South St Unit B4, Bennington, VT 05201
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  /38

  Est $235,944 Not Listed For Sale

  5 Tel Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1969

  5 Tel Rd, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $196/SF
  • 10 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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  /13

  $295,000

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft

  124 S Branch St, Bennington, VT 05201

  Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups—perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With

  Julie Glover Mahar McCarthy Real Estate

  124 S Branch St, Bennington, VT 05201
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  /39

  $383,000 Sold Jul 30, 2025

  224 Garbrooke Dr, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $174/SF
  • 61 Days On Market

  Current Estimated Value $394,086

  Last Listing Agent Lindsey Martin Maple Leaf Realty

  224 Garbrooke Dr, Bennington, VT 05201
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  /26

  Est $303,268 Not Listed For Sale

  1 Tel Cir, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1972

  1 Tel Cir, Bennington, VT 05201

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 14 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Margretta Fischer Wohler Realty Group
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  /5

  $350,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  525 Jennings Brook Dr, Bennington, VT 05201

  Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy

  Lilli West Maple Leaf Realty

  525 Jennings Brook Dr, Bennington, VT 05201
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  /42

  $600,000 Sold Nov 12, 2025

  126 Fox Hill Rd, Bennington, VT 05201

  • 5 Beds
  • 1.5 Baths
  • 2,450 Sq Ft
  • Built 1850

  Last Sold Summary

  • 25% Below List Price
  • $245/SF
  • 148 Days On Market

  Current Estimated Value $613,999

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  126 Fox Hill Rd, Bennington, VT 05201
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  /40

  Est $240,227 Not Listed For Sale

  316 Beech St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1948

  316 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 8% Below List Price
  • $166/SF
  • 56 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Dan Mason Perrott Realty
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  /40

  $198,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,201 Sq Ft

  317 Pleasant St, Bennington, VT 05201

  Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the

  Michael Gilman 3GEN Real Estate Inc

  317 Pleasant St, Bennington, VT 05201
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  /20

  $89,499 Sold Sep 24, 2025

  72 Ethans Way, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 2024

  Last Sold Summary

  • 10% Below List Price
  • $108/SF
  • 120 Days On Market

  Last Listing Agent Kate Barry EXP Realty

  72 Ethans Way, Bennington, VT 05201
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  /17

  Est $163,193 Not Listed For Sale

  224 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,709 Sq Ft
  • Built 1900

  224 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 48% Above List Price
  • $64/SF
  • 103 Days On Market

  Last Sold Price $110,000

  Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group
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  /15

  $169,000

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  415 County St, Bennington, VT 05201

  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 finishes. From the moment you step into the entrance that was converted from a front porch into a versatile mudroom or home office—you’ll feel the quality. The layout is a

  Lori Hurley Four Corner Properties LLC

  415 County St, Bennington, VT 05201
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  /46

  $800,000 Sold May 21, 2025

  1 Monument Ave, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 3,560 Sq Ft
  • Built 1790

  Last Sold Summary

  • 1% Above List Price
  • $225/SF
  • 34 Days On Market

  Current Estimated Value $828,861

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  1 Monument Ave, Bennington, VT 05201
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  /35

  Est $207,123 Not Listed For Sale

  218 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1890

  218 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $115/SF
  • 48 Days On Market

  Last Sold Price $192,785

  Last Listing Agent Thomas Martins Maple Leaf Realty

Showing Results 81 - 120, Page 3 of 18