Homes in ZIP Code 05343

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  /31

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,624 Sq Ft

  71 Todd Hill Rd, Jamaica, VT 05343

  71 Todd Hill Rd, Jamaica, VT 05343
• 

  

  

  /6

  $54,500 Under Contract

  • Land
  • 2.4 Acres
  • $22,708 per Acre

  0 Route 30 Unit 5048856, Jamaica, VT 05343

  Tucked along a quiet, town-maintained road in Jamaica, Vermont, this beautifully wooded parcel places you right in the heart of southern Vermont’s legendary ski country. Stratton, Magic, and Bromley Mountains are each only minutes away, giving you three distinct downhill experiences—plus miles of lift-served mountain-bike trails—at your fingertips. Yet winter fun is just the beginning: the West

  Joe Castaluccio Winhall Real Estate

  0 Route 30 Unit 5048856, Jamaica, VT 05343
• 

  

  

  /50

  $469,000 Sold Jul 25, 2025

  2194 Mowrey Rd, Jamaica, VT 05343

  • 2 Beds
  • 1.5 Baths
  • 1,346 Sq Ft
  • Built 2003

  Last Sold Summary

  • $348/SF
  • 47 Days On Market

  Current Estimated Value $462,714

  Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  2194 Mowrey Rd, Jamaica, VT 05343
• 

  

  

  /5

  Not Listed For Sale

  0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343

  0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343
• 

  

  

  /39

  $890,000

  • 5 Beds
  • 3.5 Baths
  • 3,218 Sq Ft

  4880 Pikes Falls Rd, Jamaica, VT 05343

  This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  4880 Pikes Falls Rd, Jamaica, VT 05343
• 

  

  /27

  $530,000 Sold Aug 08, 2025

  69 Chapin Ln, Jamaica, VT 05343

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $258/SF
  • 135 Days On Market

  Current Estimated Value $535,498

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

  69 Chapin Ln, Jamaica, VT 05343
• 

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  8581 Vt Route 30 Unit B, Jamaica, VT 05343

  8581 Vt Route 30 Unit B, Jamaica, VT 05343
• 

  

  /43

  $1,100,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 4,788 Sq Ft

  6 Chad Cir, Winhall, VT 05340

  Tucked away at the end of a private cul-de-sac and just minutes from Stratton's slopes, this beautifully designed mountain home offers the perfect blend of comfort and luxury. The open-concept floor plan features a chef’s kitchen with granite countertops, a 6-burner professional gas stove, double ovens, a farm sink, and a wet bar with ice maker—ideal for entertaining. Wide pine floors and a

  Carrie Mathews Winhall Real Estate

  6 Chad Cir, Winhall, VT 05340
• 

  

  /54

  $759,000 Sold Aug 08, 2025

  544 Dalewood Rd, Jamaica, VT 05343

  • 5 Beds
  • 4.5 Baths
  • 2,600 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 24 Days On Market

  Current Estimated Value $726,587

  Last Listing Agent Rachel Febbie EXP Realty

  544 Dalewood Rd, Jamaica, VT 05343
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  /32

  Est $274,435 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  232 Worden Rd, Jamaica, VT 05343

  232 Worden Rd, Jamaica, VT 05343
• 

  

  /15

  $298,500

  • Land
  • 3.7 Acres
  • $80,676 per Acre

  69 Benson Fuller Dr, Winhall, VT 05340

  High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

  Andrea Linkin-Butler Stratton Buyer Brokerage

  69 Benson Fuller Dr, Winhall, VT 05340
• 

  

  /36

  $720,000 Sold Oct 21, 2025

  58 Todd Hill Rd, Bondville, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,389 Sq Ft
  • Built 1989

  Last Sold Summary

  • $301/SF
  • 5 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  58 Todd Hill Rd, Bondville, VT 05340
• 

  

  /10

  Not Listed For Sale

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343
• 

  

  /56

  $899,000

  • 9 Beds
  • 9 Baths
  • 5,480 Sq Ft

  3732 Vermont 30, Jamaica, VT 05343

  Welcome to the quaint Vermont village of Jamaica! Get ready to let your imagination take over.This historic property boasts two dwellings and a guest cottage. Looking for a family compound to get away from it all?This is your haven! Plenty of room to have friends and family come and stay! So many options.The Main House features 4 ensuite bedrooms! The living room is a late 1700"s delight, with an

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  3732 Vermont 30, Jamaica, VT 05343
• 

  

  /51

  $1,300,000 Sold Aug 25, 2025

  33 Jamie Ln, Bondville, VT 05340

  • 4 Beds
  • 4.5 Baths
  • 4,541 Sq Ft
  • Built 2004

  Last Sold Summary

  • 19% Below List Price
  • $286/SF
  • 7 Days On Market

  Current Estimated Value $1,422,584

  Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

  33 Jamie Ln, Bondville, VT 05340
• 

  

  /30

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  20 Maple Beech Rd Unit 20, Winhall, VT 05340
• 

  

  /25

  $225,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 265 Sq Ft

  2053 Pikes Falls Rd, Jamaica, VT 05343

  A unique tiny house offering contemporary, Vermont farmhouse luxury in the Green Mountains. Featured on A & E's Living Smaller!This is tiny house vacation living at its finest. The house offers a full kitchen with four-burner gas stove and oven, farmhouse sink, butcher-block countertops, electric fireplace, AC, 40” Smart TV, Starlink WiFi, small soaking bathtub with shower. The bedroom loft

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  2053 Pikes Falls Rd, Jamaica, VT 05343
• 

  

  /56

  $285,000 Sold Jan 10, 2025

  34 Route 100, Wardsboro, VT 05355

  • 4 Beds
  • 1.5 Baths
  • 1,480 Sq Ft
  • Built 1950

  Last Sold Summary

  • 18% Below List Price
  • $193/SF
  • 67 Days On Market

  Current Estimated Value $285,963

  Last Listing Agent Erica Reynolds Southern Vermont Realty Group

  34 Route 100, Wardsboro, VT 05355
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  /36

  Est $383,895 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,961 Sq Ft

  67 Depot St, Jamaica, VT 05343

  67 Depot St, Jamaica, VT 05343
• 

  

  /58

  $617,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  11 Pond View Rd, Winhall, VT 05340

  Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 Pond View Rd, Winhall, VT 05340
• 

  

  /13

  $150,000 Sold Mar 26, 2025

  0 Pikes Falls Rd Unit 4993566, Stratton, VT 05360

  • Land
  • 12.7 Acres
  • $11,811 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 111 Days On Market

  Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

  0 Pikes Falls Rd Unit 4993566, Stratton, VT 05360
• 

  

  /33

  Est $883,626 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,936 Sq Ft

  366 Stone Hedge Rd Unit 8, Jamaica, VT 05343

  366 Stone Hedge Rd Unit 8, Jamaica, VT 05343
• 

  

  /6

  $239,000

  • Land
  • 1.57 Acres
  • $152,229 per Acre

  2 Gold Medal Cir, Stratton, VT 05343

  This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

  Andrew King Stratton Real Estate

  2 Gold Medal Cir, Stratton, VT 05343
• 

  

  /21

  $327,000 Sold Jan 22, 2025

  63 Reynolds Ln, Jamaica, VT 05343

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $297/SF
  • 35 Days On Market

  Current Estimated Value $348,017

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  63 Reynolds Ln, Jamaica, VT 05343
• 

  

  /33

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 812 Sq Ft

  39 Todd Hill Rd, Jamaica, VT 05343

  39 Todd Hill Rd, Jamaica, VT 05343
• 

  

  /30

  $1,040,000

  • 5 Beds
  • 4.5 Baths
  • 3,363 Sq Ft

  1189 Cole Pond Rd, Jamaica, VT 05343

  Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  1189 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /42

  $775,000 Sold Dec 17, 2025

  1247 Cole Pond Rd, Jamaica, VT 05343

  • 4 Beds
  • 3 Baths
  • 3,551 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $218/SF
  • 159 Days On Market

  Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  1247 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /29

  Est $531,295 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft

  139 Worden Rd, Jamaica, VT 05343

  139 Worden Rd, Jamaica, VT 05343
• 

  

  /5

  $440,000

  • Land
  • 5.54 Acres
  • $79,422 per Acre

  Lot #4 Margeaux Ln, Stratton, VT 05155

  Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  Lot #4 Margeaux Ln, Stratton, VT 05155
• 

  

  /33

  $951,014 Sold Oct 24, 2025

  14 Mountain Haunts, Winhall, VT 05340

  • 5 Beds
  • 3 Baths
  • 3,238 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $294/SF
  • 4 Days On Market

  Last Listing Agent Carrie Mathews Winhall Real Estate

  14 Mountain Haunts, Winhall, VT 05340
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,165 Sq Ft

  926 Dalewood Rd, Jamaica, VT 05343

  926 Dalewood Rd, Jamaica, VT 05343
• 

  

  /16

  $139,000

  • Land
  • 1.62 Acres
  • $85,802 per Acre

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340

  wooded slightly elevated parcel. With clearing there should be some across valley views. Past soil test indicates proposed septic locations.Five-minute walk to Stratton snowmaking pond.

  Mike England Michael England Real Estate

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
• 

  /2

  $1,850,000 Sold Mar 10, 2025

  92 County Rd, Stratton, VT 05155

  • 5 Beds
  • 5.5 Baths
  • 7,954 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 135 Days On Market

  Last Listing Agent Lauren Niles Coldwell Banker LIFESTYLES - Quechee

  92 County Rd, Stratton, VT 05155
• 

  

  /34

  Est $446,388 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,425 Sq Ft

  162 Upper Bear Ln Unit C-19, Jamaica, VT 05343

  162 Upper Bear Ln Unit C-19, Jamaica, VT 05343
• 

  

  /6

  $470,000

  • Land
  • 6.93 Acres
  • $67,821 per Acre

  lot#2 Margeaux Ln, Stratton, VT 05155

  This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  lot#2 Margeaux Ln, Stratton, VT 05155
• 

  

  /55

  $899,000 Sold Jan 13, 2025

  45 Hilltop Rd, Winhall, VT 05340

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1996

  Last Sold Summary

  • $310/SF
  • 7 Days On Market

  Current Estimated Value $1,011,412

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  45 Hilltop Rd, Winhall, VT 05340
• 

  

  /6

  Est $152,313 Not Listed For Sale

  122 Blackberry Ln Unit 7, Jamaica, VT 05343

  122 Blackberry Ln Unit 7, Jamaica, VT 05343
• 

  

  /60

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 3,840 Sq Ft

  42 Blackberry Ln, Jamaica, VT 05343

  Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living

  MaryKate Grey Stratton Real Estate

  42 Blackberry Ln, Jamaica, VT 05343
• 

  

  /14

  $45,000 Sold Sep 29, 2025

  2000 Vermont 30, Jamaica, VT 05343

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $72/SF
  • 2 Days On Market

  Last Listing Agent Carrie Mathews Winhall Real Estate

  2000 Vermont 30, Jamaica, VT 05343
• 

  

  /14

  Est $528,497 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  68 Sugarbush Dr, Winhall, VT 05340

  68 Sugarbush Dr, Winhall, VT 05340

Showing Results 81 - 120, Page 3 of 18