Rutland County, VT Homes

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  /36

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  7 High St, Brandon, VT 05733

  Some know it as the Bow House, others call it the Acorn House, but perhaps it's time to call it home. Rich in charm and character, this distinctive residence draws inspiration from the rare New England bow roof tradition, a style rooted in Maritime craftsmanship and celebrated for its graceful curved roofline. Originally influenced by the techniques of shipwrights and carpenters who built wooden

  

  Amey Ryan

  IPJ Real Estate

  7 High St, Brandon, VT 05733
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  /51

  $4,750 Per Month

  • 3 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • House for Rent

  808 S End Rd, East Dorset, VT 05253

  "No Place Like This Home" — Annual Rental in VermontExperience European charm with stunning mountain views on 3.5 acres bordering Green Mountain National Forest. Ideal for remote work with dedicated office/studio space and high-speed internet. Prime Location: 15 mins to Manchester - 30 mins to Rutland & Hospital - 45 mins to SVMC in BenningtonGreat location for outdoor enthusiasts: 1/4

  

  Kristin Comeau

  TPW Real Estate

  808 S End Rd, East Dorset, VT 05253
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  /31

  $175,000

  Sold Apr 09, 2026

  238 S Main St, Danby, VT 05739

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $168/SF
  • 369 Days On Market

  Last Listing Agent Mark Triller Real Broker LLC

  238 S Main St, Danby, VT 05739
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  /38

  Not Listed For Sale

  204 High View Ridge, Danby, VT 05739

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 2006

  204 High View Ridge, Danby, VT 05739

  Last Sold Summary

  • 42 Days On Market
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  /46

  $399,000

  $50K PRICE DROP

  • 3,323 Sq Ft

  1330 & 1340 Grove St, Brandon, VT 05733

  Well-located mixed-use investment property along the Route 7 corridor, equidistant between Middlebury and Rutland and just minutes from downtown Brandon. The main building features a street-level commercial space currently operating as a successful yoga/pilates studio (with specialized heating for hot yoga), offering excellent visibility and ample on-site parking. Residential components include a

  

  Amey Ryan

  IPJ Real Estate

  1330 & 1340 Grove St, Brandon, VT 05733
• 

  /2

  Starting at $1,450 Per Month

  • 2 Beds

  35 Meadow Ln, Castleton, VT 05735

  PLEASE CONTACT US DIRECTLY SO WE CAN PROVIDE THE APPLICATION AT NO COST...Our apartments are all 2 bedrooms, full bath, kitchen, and living room. Modern & renovated. Well maintained, clean, safe. The apartments are within walking distance of Castleton University, located at the corner of South Street and Meadow Lane. Come enjoy the large lawn in the serene location of Castleton!

  35-53-79 Meadow Ln

  35 Meadow Ln, Castleton, VT 05735
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  /37

  $178,200

  Sold Oct 29, 2025

  78 N Street Extension, Rutland, VT 05701

  • 3 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1930

  Last Sold Summary

  • 24% Below List Price
  • $202/SF
  • 70 Days On Market

  Current Estimated Value $199,528

  Last Listing Agent Karen Heath Four Seasons Sotheby's Int'l Realty

  78 N Street Extension, Rutland, VT 05701
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  /11

  Not Listed For Sale

  00 Robin Bird Ln, Brandon, VT 05733

  00 Robin Bird Ln, Brandon, VT 05733

  Last Sold Summary

  • 109 Days On Market
• 

  

  /35

  $550,000

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  26 Park St, Brandon, VT 05733

  Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, this stunning home seamlessly blends timeless character with modern updates. Improvements include a gorgeous new kitchen, updated bathrooms, refinished floors, new windows, spray foam insulation, boiler, water heater, electrical, plumbing, and much more. The flexible floor plan features a first-floor bedroom

  

  Beth Stanway

  IPJ Real Estate

  26 Park St, Brandon, VT 05733
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  /9

  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft
  • Apartment for Rent

  57 Crossman Dr, Rutland, VT 05701

  Available now is a spacious 2-bedroom, 1-bathroom second-floor apartment located in Rutland Town. This apartment features an, open-concept layout that offers comfortable living and entertaining space. Rent is $1,500 per month and includes heat, washer and dryer, lawn care, snow removal, and trash service, making for hassle-free living. First month's rent and a security deposit are required at

  

  Hughes Group Team

  Casella Real Estate

  57 Crossman Dr, Rutland, VT 05701
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  /47

  $570,000

  Sold Feb 13, 2026

  861 Summit Rd, Mount Holly, VT 05758

  • 4 Beds
  • 3 Baths
  • 2,214 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $257/SF
  • 139 Days On Market

  Current Estimated Value $575,532

  Last Listing Agent Lisa Kelley Cummings & Co

  861 Summit Rd, Mount Holly, VT 05758
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  /15

  Not Listed For Sale

  93 Jackson Ave, Rutland, VT 05701

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 2005

  93 Jackson Ave, Rutland, VT 05701

  Last Sold Summary

  • 2 Days On Market
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  /45

  $550,000

  $25K PRICE DROP Under Contract

  • 5 Beds
  • 3 Baths
  • 3,876 Sq Ft

  5 Pearl St, Brandon, VT 05733

  Timeless Colonial with Modern Updates & Rustic Charm * Welcome to this beautifully maintained Colonial-style home offering 4 spacious bedrooms and 3 baths, perfectly blending classic character with thoughtful updates. Step inside to discover brand-new flooring throughout and an abundance of natural light streaming in through 17 newly installed windows. The heart of the home is the rustic family

  

  Amey Ryan

  IPJ Real Estate

  5 Pearl St, Brandon, VT 05733
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  /12

  $1,250 Per Month

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Condo for Rent

  121 State St Unit 5, Rutland, VT 05701

  Property Id: 2717790Newly Renovated! New bathroom, Shower, flooring, fixtures, paint, Blinds! Welcome to your new home at 121 State St in Rutland, VT! This charming 1 bedroom, 1 bathroom apartment is perfect for those looking for a cozy space. Rent includes water/sewer, and garbage and HEAT! Enjoy amenities such as a microwave, refrigerator, and oven. Don't miss out on this gem! Available

  121 State St Unit 5, Rutland, VT 05701
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  /2

  $840,000

  Sold Sep 03, 2025

  38 Northstar Rd Unit B2, Killington, VT 05751

  • 4 Beds
  • 3 Baths
  • 2,085 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $403/SF
  • 0 Days On Market

  Last Listing Agent Heidi Bomengen Prestige Real Estate of Killington

  38 Northstar Rd Unit B2, Killington, VT 05751
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  /15

  Est $223,188

  Not Listed For Sale

  208 College St N, Poultney, VT 05764

  • 6 Beds
  • 2 Baths
  • 3,262 Sq Ft
  • Built 1870

  208 College St N, Poultney, VT 05764

  Last Sold Summary

  • 89 Days On Market
• 

  

  /42

  $345,000

  • 5 Beds
  • 2 Baths
  • 2,457 Sq Ft

  49 North St, Rutland, VT 05701

  Welcome home to this well-maintained property offering space, flexibility, and endless possibilities! The main level offers three comfortable bedrooms, a full bathroom and a beautiful updated kitchen with a walk-in pantry. A first-floor washer and dryer add everyday convenience and functionality to the home's thoughtful layout. The spacious living room and large dining area ideal for gathering

  

  Hughes Group Team

  Casella Real Estate

  49 North St, Rutland, VT 05701
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  /5

  $1,150 Per Month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  85 Main St, Fair Haven, VT 05743

  Property Id: 2080616Nice clean1bedroom apartment in fair haven VT on theMain St the rent includes all utilities NO dogs cats okay, No Smoking, Please do not contact us if you do not have first month rent and security deposit and landlord references to move in. Credit Check Required. Application required. Some furnished.

  85 Main St, Fair Haven, VT 05743
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  /30

  $595,000

  Sold Apr 14, 2026

  776 E Mountain Rd Unit A4, Killington, VT 05751

  • 3 Beds
  • 3 Baths
  • 1,157 Sq Ft
  • Built 1988

  Last Sold Summary

  • $514/SF
  • 0 Days On Market

  Current Estimated Value $532,013

  Last Listing Agent Laura Derderian Killington Valley Real Estate

  776 E Mountain Rd Unit A4, Killington, VT 05751
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  /39

  Est $1,277,671

  Not Listed For Sale

  574 Adams Rd, Pittsford, VT 05763

  • 4 Beds
  • 3.5 Baths
  • 5,015 Sq Ft
  • Built 1980

  574 Adams Rd, Pittsford, VT 05763

  Last Sold Summary

  • 0 Days On Market
• 

  

  /17

  $239,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  138 Curtis Ave, Rutland, VT 05701

  Welcome home to this fully renovated 3-bedroom, 2-bathroom double wide situated on a spacious 0.3-acre lot in the heart of Rutland. The open-concept layout creates the perfect space for entertaining, gathering with family, or simply enjoying everyday living. The primary suite offers a private retreat with its own full bathroom, while two additional bedrooms, a second full bath, and a convenient

  

  Hughes Group Team

  Casella Real Estate

  138 Curtis Ave, Rutland, VT 05701
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  /13

  $1,800

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  17 Beaver Pond Rd Unit 17 Beaver Pond, Proctor, VT 05765

  **Newly Renovated 3BR Duplex close to beautiful Beaver Pond in Proctor, VT**Welcome to your beautifully renovated home on Beaver Pond Road! Nestled in a scenic, peaceful location close to the pond, this spacious 3-bedroom, 1-bathroom duplex offers the perfect blend of modern comfort and hassle-free Vermont living.The entire property has been completely updated from top to bottom,

  17 Beaver Pond Rd Unit 17 Beaver Pond, Proctor, VT 05765
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  /39

  $355,000

  Sold May 22, 2026

  155 Jackson Ave, Rutland, VT 05701

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Below List Price
  • $135/SF
  • 2 Days On Market

  Current Estimated Value $392,511

  Last Listing Agent Denise Scarborough 802 For you Realty, LLC

  155 Jackson Ave, Rutland, VT 05701
• 

  

  /30

  Est $798,395

  Not Listed For Sale

  661 Old Lake Rd, Poultney, VT 05764

  • 4 Beds
  • 4.5 Baths
  • 3,805 Sq Ft
  • Built 2009

  661 Old Lake Rd, Poultney, VT 05764

  Last Sold Summary

  • 3 Days On Market
• 

  

  /23

  $335,000

  • 1,998 Sq Ft

  48-50 Taylor Hill, Proctor, VT 05765

  Own a piece of history with this beautifully renovated duplex that perfectly blends timeless character with modern updates. Situated on a desirable .71 dead-end corner lot, this exceptional property also features a detached two-car garage and offers the ideal opportunity for both homeowners and investors alike. Live in one unit and rent the other to help offset your mortgage, or add this turnkey

  

  Hughes Group Team

  Casella Real Estate

  48-50 Taylor Hill, Proctor, VT 05765
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  /74

  $2,500 - $4,000

  Total Monthly Price

  • 2 - 4 Beds
  • 3 Baths
  • 900 Sq Ft
  • House for Rent

  818 Danby Hill Rd, Danby, VT 05739

  FULLY FURNISHED: Located on a 175 acre farm, in a quiet rural area in beautiful Southern Vermont. Our 1900s farm house is cosy and well equipped for a quiet stay.The house has plenty of gorgeous views, miles of trails to wander on the property, and hiking trails up Dorset Mountain. This is an outdoor person's perfect home. At the bottom of the hill are a couple of charming shops

  818 Danby Hill Rd, Danby, VT 05739
• 

  

  /33

  $259,000

  Sold Jan 08, 2026

  102 Brown St, Rutland, VT 05701

  • 4 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1880

  Last Sold Summary

  • $157/SF
  • 57 Days On Market

  Last Listing Agent Hughes Group Team Casella Real Estate

  102 Brown St, Rutland, VT 05701
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  /27

  Est $242,304

  Not Listed For Sale

  43 Caernarvon, Fair Haven, VT 05743

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft
  • Built 1880

  43 Caernarvon, Fair Haven, VT 05743

  Last Sold Summary

  • 3 Days On Market
• 

  

  /41

  $489,000

  • 5 Beds
  • 1 Bath
  • 1,472 Sq Ft

  1044 Point of Pines Rd, Castleton, VT 05735

  Step into timeless Adirondack charm with this beautifully updated turn-of-the-century cottage located in the sought-after Point of Pines Cottage Colony Association. Rich in character and classic lake-style appeal, this inviting home blends historic craftsmanship with thoughtful modern upgrades. Recent improvements include updated electrical throughout, a renovated kitchen and bath, and tasteful

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  1044 Point of Pines Rd, Castleton, VT 05735
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  /24

  $2,300

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  306 Heather Ln Unit Upstairs, Mendon, VT 05701

  A fantastic three-bedroom, one and a half-bath home in Mendon, VT, off Route 4 located just a seven minute drive from Pico Mountain, and a twelve minute drive to Killington Mountain. Close to both nature and the city of Rutland you can enjoy both the comfort of being close to the mountains and the convenience of a major city. The home sits on a beautifully landscaped lot maintained by the owner

  306 Heather Ln Unit Upstairs, Mendon, VT 05701
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  /46

  $480,000

  Sold Nov 10, 2025

  2491 Shunpike Rd, Mount Holly, VT 05758

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $186/SF
  • 5 Days On Market

  Current Estimated Value $485,951

  Last Listing Agent Katie McFadden RE/MAX North Professionals

  2491 Shunpike Rd, Mount Holly, VT 05758
• 

  

  /21

  Not Listed For Sale

  708 Butternut Hill Rd Unit 11, Wells, VT 05774

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1976

  708 Butternut Hill Rd Unit 11, Wells, VT 05774

  Last Sold Summary

  • 3 Days On Market
• 

  

  /5

  $219,900

  $5K PRICE DROP

  • Land
  • 27,442 Sq Ft
  • $349,048 per Acre

  380 Columbia Dr, Hubbardton, VT 05732

  Opportunity to own a lakefront lot. The prior cottage has been removed and there is a clean slate ready for lakefront dream! Featuring a secluded lot with private lake frontage and a 0.63 acre lot. Lake Beebe features a quaint community with no gasoline motors allowed, providing quiet water activities in a tranquil Vermont setting. All four seasons are available at your fingertips.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  380 Columbia Dr, Hubbardton, VT 05732
• 

  /2

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  73 Leonard Dr Unit 3, Pittsford, VT 05763

  Heat, hot water and electric included! Live peacefully and quietly in the country without sacrificing convenience! Just 5 minutes to Rutland. This apartment is located in a tranquil and picturesque rural setting complete with a very big yard, forest access and a pasture full of highland cattle right out back! One of only 4 apartments on the property, this two bedroom apartment is ready for

  73 Leonard Dr Unit 3, Pittsford, VT 05763
• 

  

  /57

  $350,000

  Sold Feb 12, 2026

  7 Jennings Ln, Fair Haven, VT 05743

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft
  • Built 1940

  Last Sold Summary

  • 12% Below List Price
  • $574/SF
  • 85 Days On Market

  Last Listing Agent Tucker Adirondack Lange Lange & Lange

  7 Jennings Ln, Fair Haven, VT 05743
• 

  

  /15

  Est $400,027

  Not Listed For Sale

  166 Village Cir Unit V34, Killington, VT 05751

  • 2 Beds
  • 2 Baths
  • 905 Sq Ft
  • Built 1988

  166 Village Cir Unit V34, Killington, VT 05751

  Last Sold Summary

  • 130 Days On Market
• 

  

  /28

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  5 Victor Place, Rutland, VT 05701

  Tucked away on a dead-end street, this raised ranch offers the perfect blend of comfort, updates, and outdoor enjoyment. Relax on the expansive Trex decking while listening to the peaceful sounds of the nearby babbling brook, creating a truly serene setting right in your own backyard. The main level offers two comfortable bedrooms and a full bathroom, while the lower level includes two additional

  

  Hughes Group Team

  Casella Real Estate

  5 Victor Place, Rutland, VT 05701
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  /74

  $2,500 - $4,000

  Total Monthly Price

  • 2 - 4 Beds
  • 3 Baths
  • 900 Sq Ft
  • House for Rent

  818 Danby Hill Rd, Danby, VT 05739

  FULLY FURNISHED: Located on a 175 acre farm, in a quiet rural area in beautiful Southern Vermont. Our 1900s farm house is cosy and well equipped for a quiet stay.The house has plenty of gorgeous views, miles of trails to wander on the property, and hiking trails up Dorset Mountain. This is an outdoor person's perfect home. At the bottom of the hill are a couple of charming shops

  818 Danby Hill Rd, Danby, VT 05739
• 

  

  /43

  $249,000

  Sold Jul 23, 2025

  8 1st St, Fair Haven, VT 05743

  • 5 Beds
  • 2 Baths
  • 2,472 Sq Ft
  • Built 1889

  Last Sold Summary

  • $101/SF
  • 42 Days On Market

  Current Estimated Value $259,395

  Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

  8 1st St, Fair Haven, VT 05743
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  /38

  Est $834,122

  Not Listed For Sale

  792 Woods Unit W2, Killington, VT 05751

  • 3 Beds
  • 3.5 Baths
  • 2,350 Sq Ft
  • Built 1989

  792 Woods Unit W2, Killington, VT 05751

  Last Sold Summary

  • 64 Days On Market

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