Portland, CT Homes

• 

  $370,925

  Sold Oct 10, 2025

  5 Woodland Rd, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Below List Price
  • $204/SF
  • 64 Days On Market

  Current Estimated Value $389,183

  Last Listing Agent Jessica Fedorich Stone Crest Realty LLC

  5 Woodland Rd, Portland, CT 06480
• 

  Est $273,346

  Not Listed For Sale

  10 Silver St, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,090 Sq Ft
  • Built 1850

  10 Silver St, Portland, CT 06480

  Last Sold Summary

  • 14 Days On Market
• 

  $325,000

  Sold Jul 08, 2025

  2 Cinnamon Ln, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,362 Sq Ft
  • Built 2001

  Last Sold Summary

  • 10% Above List Price
  • $239/SF
  • 1 Day On Market

  Current Estimated Value $338,740

  Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

  2 Cinnamon Ln, Portland, CT 06480
• 

  Est $449,743

  Not Listed For Sale

  13 Wildwood Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1974

  13 Wildwood Rd, Portland, CT 06480

  Last Sold Summary

  • 5 Days On Market
• 

  $565,000

  Sold Aug 26, 2025

  126 Penfield Hill Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft
  • Built 1780

  Last Sold Summary

  • 13% Above List Price
  • $223/SF
  • 31 Days On Market

  Current Estimated Value $581,472

  Last Listing Agent Georgia Newcomb Houlihan Lawrence WD

  126 Penfield Hill Rd, Portland, CT 06480
• 

  Est $619,728

  Not Listed For Sale

  73 Penfield Hill Rd, Portland, CT 06480

  • 5 Beds
  • 3.5 Baths
  • 2,591 Sq Ft
  • Built 1910

  73 Penfield Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 78 Days On Market
• 

  $378,500

  Sold Oct 01, 2025

  4 John Place, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $305/SF
  • 14 Days On Market

  Current Estimated Value $382,027

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

  4 John Place, Portland, CT 06480
• 

  Est $311,398

  Not Listed For Sale

  11 Spruce Terrace, Portland, CT 06480

  • 4 Beds
  • 3 Baths
  • 1,526 Sq Ft
  • Built 1950

  11 Spruce Terrace, Portland, CT 06480

  Last Sold Summary

  • 40 Days On Market
• 

  $430,000

  Sold Jun 16, 2026

  171 Rose Hill Rd, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Above List Price
  • $352/SF
  • 3 Days On Market

  Current Estimated Value $403,619

  Last Listing Agent Brenda Engel Kazantzis Real Estate, LLC

  171 Rose Hill Rd, Portland, CT 06480
• 

  Est $666,942

  Not Listed For Sale

  511 Penfield Hill Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,451 Sq Ft
  • Built 2002

  511 Penfield Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 5 Days On Market
• 

  $365,000

  Sold May 01, 2026

  14 Church St, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • Built 1928

  Last Sold Summary

  • 7% Above List Price
  • $323/SF
  • 8 Days On Market

  Current Estimated Value $341,030

  Last Listing Agent Wes Jenks Jenks Realty

  14 Church St, Portland, CT 06480
• 

  Est $511,238

  Not Listed For Sale

  49 W Cotton Hill Rd, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • Built 1900

  49 W Cotton Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 3 Days On Market
• 

  $735,000

  Sold Aug 29, 2025

  31 Crimson Heights, Portland, CT 06480

  • 4 Beds
  • 4.5 Baths
  • 2,764 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Above List Price
  • $266/SF
  • 39 Days On Market

  Current Estimated Value $751,082

  Last Listing Agent Jacek Mikolajczyk Berkshire Hathaway NE Prop.

  31 Crimson Heights, Portland, CT 06480
• 

  Est $417,779

  Not Listed For Sale

  5 Wildwood Rd, Portland, CT 06480

  • 2 Beds
  • 1.5 Baths
  • 1,927 Sq Ft
  • Built 1984

  5 Wildwood Rd, Portland, CT 06480

  Last Sold Summary

  • 4 Days On Market
• 

  $419,900

  Sold Jun 15, 2026

  25 Hilltop Dr, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 2,622 Sq Ft
  • Built 1955

  Last Sold Summary

  • $160/SF
  • 27 Days On Market

  Current Estimated Value $411,705

  Last Listing Agent Carolyn Kress Berkshire Hathaway NE Prop.

  25 Hilltop Dr, Portland, CT 06480
• 

  Est $565,410

  Not Listed For Sale

  350 Old Marlborough Turnpike, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 3,550 Sq Ft
  • Built 1988

  350 Old Marlborough Turnpike, Portland, CT 06480

  Last Sold Summary

  • 78 Days On Market
• 

  $89,900

  Sold Jun 12, 2026

  62 Cornwall St, Portland, CT 06480

  • Land
  • 3.42 Acres
  • $26,287 per Acre

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Carl Guild Carl Guild & Associates

  62 Cornwall St, Portland, CT 06480
• 

  Est $299,965

  Not Listed For Sale

  193 Gospel Ln, Portland, CT 06480

  • 1 Bed
  • 1 Bath
  • 1,188 Sq Ft
  • Built 1955

  193 Gospel Ln, Portland, CT 06480

  Last Sold Summary

  • 4 Days On Market
• 

  $301,500

  Sold Oct 16, 2025

  523 Main St, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1732

  Last Sold Summary

  • 1% Above List Price
  • $209/SF
  • 15 Days On Market

  Current Estimated Value $329,922

  Last Listing Agent Todd Namnoun Eagle Eye Realty PLLC

  523 Main St, Portland, CT 06480
• 

  Est $684,018

  Not Listed For Sale

  509 Penfield Hill Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 3,113 Sq Ft
  • Built 2001

  509 Penfield Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 2 Days On Market
• 

  $50,000

  Sold Feb 26, 2026

  0 Gadpouch Rd, Portland, CT 06480

  • Land
  • 23,522 Sq Ft
  • $92,593 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 181 Days On Market

  Last Listing Agent Joel Espada Coldwell Banker Realty

  0 Gadpouch Rd, Portland, CT 06480
• 

  Est $479,766

  Not Listed For Sale

  629 Main St, Portland, CT 06480

  • 6 Beds
  • 3.5 Baths
  • 3,486 Sq Ft
  • Built 1831

  629 Main St, Portland, CT 06480

  Last Sold Summary

  • 5 Days On Market
• 

  $410,000

  Sold Sep 26, 2025

  121 Rose Hill Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,925 Sq Ft
  • Built 1855

  Last Sold Summary

  • 9% Below List Price
  • $213/SF
  • 53 Days On Market

  Current Estimated Value $441,349

  Last Listing Agent Carl Guild Carl Guild & Associates

  121 Rose Hill Rd, Portland, CT 06480
• 

  Est $574,639

  Not Listed For Sale

  307 Penfield Hill Rd, Portland, CT 06480

  • 3 Beds
  • 4 Baths
  • 3,895 Sq Ft
  • Built 1957

  307 Penfield Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 58 Days On Market
• 

  $355,000

  Sold Aug 22, 2025

  4 Allen St, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $329/SF
  • 9 Days On Market

  Current Estimated Value $361,658

  Last Listing Agent Anna Tiezzi Better Homes and Gardens Real Estate Executive Real Estate

  4 Allen St, Portland, CT 06480
• 

  Est $586,586

  Not Listed For Sale

  277 Paley Farms Rd, Portland, CT 06480

  • 3 Beds
  • 4 Baths
  • 2,792 Sq Ft
  • Built 1993

  277 Paley Farms Rd, Portland, CT 06480

  Last Sold Summary

  • 1 Day On Market
• 

  $400,000

  Sold Nov 14, 2025

  6 Russell Ave, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $202/SF
  • 38 Days On Market

  Current Estimated Value $412,178

  Last Listing Agent Carl Guild Carl Guild & Associates

  6 Russell Ave, Portland, CT 06480
• 

  Est $391,923

  Not Listed For Sale

  23 Penny Corner Rd, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1950

  23 Penny Corner Rd, Portland, CT 06480

  Last Sold Summary

  • 11 Days On Market
• 

  $135,000

  Sold May 28, 2026

  76 Maple Rd, Portland, CT 06480

  • Land
  • 2.65 Acres
  • $50,943 per Acre

  Last Sold Summary

  • 3 Days On Market

  Current Estimated Value $640,000

  Last Listing Agent Courtney Miller eXp Realty

  76 Maple Rd, Portland, CT 06480
• 

  Est $432,194

  Not Listed For Sale

  28 Strongs Ave, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 2,367 Sq Ft
  • Built 1854

  28 Strongs Ave, Portland, CT 06480

  Last Sold Summary

  • 18 Days On Market
• 

  $430,000

  Sold Jun 18, 2026

  9 Pear Orchard Rd, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,404 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $306/SF
  • 98 Days On Market

  Current Estimated Value $470,416

  Last Listing Agent Wendy Anderson William Pitt Sotheby's International Realty

  9 Pear Orchard Rd, Portland, CT 06480
• 

  Est $412,135

  Not Listed For Sale

  36 Spring St, Portland, CT 06480

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 1954

  36 Spring St, Portland, CT 06480

  Last Sold Summary

  • 3 Days On Market
• 

  $365,000

  Sold Feb 03, 2026

  5 Wellwyn Dr, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 2,036 Sq Ft
  • Built 1969

  Last Sold Summary

  • 55% Above List Price
  • $179/SF
  • 13 Days On Market

  Current Estimated Value $356,761

  Last Listing Agent Carl Guild Carl Guild & Associates

  5 Wellwyn Dr, Portland, CT 06480
• 

  Est $370,777

  Not Listed For Sale

  497 Main St, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1753

  497 Main St, Portland, CT 06480

  Last Sold Summary

  • 17 Days On Market
• 

  $600,000

  Sold Jul 14, 2025

  5 Pear Orchard Rd Unit 5, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 2,648 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 60 Days On Market

  Current Estimated Value $625,877

  Last Listing Agent Georgia Newcomb Houlihan Lawrence WD

  5 Pear Orchard Rd Unit 5, Portland, CT 06480
• 

  Est $381,876

  Not Listed For Sale

  11 W Cotton Hill Rd, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 2,415 Sq Ft
  • Built 1957

  11 W Cotton Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 49 Days On Market
• 

  $170,000

  Sold Mar 09, 2026

  1 Brush Pasture Ln Unit 204, Portland, CT 06480

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 1 Day On Market

  Current Estimated Value $169,579

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  1 Brush Pasture Ln Unit 204, Portland, CT 06480
• 

  Est $744,241

  Not Listed For Sale

  295 Middle Haddam Rd, Portland, CT 06480

  • 4 Beds
  • 3.5 Baths
  • 3,442 Sq Ft
  • Built 2000

  295 Middle Haddam Rd, Portland, CT 06480

  Last Sold Summary

  • 2 Days On Market
• 

  $646,500

  Sold Sep 26, 2025

  76 High St, Portland, CT 06480

  • 3 Beds
  • 4 Baths
  • 3,486 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $185/SF
  • 63 Days On Market

  Current Estimated Value $673,538

  Last Listing Agent Jody Smaglis Coldwell Banker Realty

  76 High St, Portland, CT 06480
• 

  /2

  Est $716,295

  Not Listed For Sale

  506 Main St, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1904

  506 Main St, Portland, CT 06480

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