Portland, CT Homes

• 

  $610,000

  Sold Jul 24, 2026

  58 Carlson Dr, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,615 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Above List Price
  • $233/SF
  • 3 Days On Market

  Current Estimated Value $563,560

  Last Listing Agent Sheila Young Berkshire Hathaway NE Prop.

  58 Carlson Dr, Portland, CT 06480
• 

  Est $547,837

  Not Listed For Sale

  6 Summercrisp Dr, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 2,785 Sq Ft
  • Built 2004

  6 Summercrisp Dr, Portland, CT 06480

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Brian Burke Coldwell Banker Realty
• 

  

  

  /40

  $849,900

  Under Contract

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  41 Gildersleeve Rd, Portland, CT 06480

  Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful

  Deborah Walden eXp Realty

  41 Gildersleeve Rd, Portland, CT 06480
• 

  $435,000

  Sold Aug 31, 2026

  3 Burr St, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $302/SF
  • 22 Days On Market

  Current Estimated Value $416,662

  Last Listing Agent Kara Mastroianni William Raveis Real Estate

  3 Burr St, Portland, CT 06480
• 

  Est $405,744

  Not Listed For Sale

  5 Quarry Ln, Portland, CT 06480

  • 7 Beds
  • 2 Baths
  • 2,691 Sq Ft
  • Built 1800

  5 Quarry Ln, Portland, CT 06480

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.
• 

  

  /40

  $450,000

  • 3 Beds
  • 4 Baths
  • 2,849 Sq Ft

  3 Cinnamon Ln, Portland, CT 06480

  Welcome to 3 Cinnamon Lane - where comfort, updates, & beautiful surroundings come together! Set in the desirable 55+ Grandview Farms community of Portland. This home offers the space & flexibility with a floor plan designed for easy everyday living & entertaining. A 1st floor primary suite with full bath, laundry & double closets provides the convenience of one-level living. There are 2

  Lisa Chaloux Coldwell Banker Realty

  3 Cinnamon Ln, Portland, CT 06480
• 

  $735,000

  Sold Jun 05, 2026

  33 Wilcox Ln, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,829 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Above List Price
  • $260/SF
  • 5 Days On Market

  Current Estimated Value $715,641

  Last Listing Agent Debbie Hagel Hagel & Assoc. Real Estate

  33 Wilcox Ln, Portland, CT 06480
• 

  Est $513,528

  Not Listed For Sale

  20 Rose Hill Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,579 Sq Ft
  • Built 1974

  20 Rose Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Joshua Brown KW Legacy Partners
• 

  

  /12

  $99,900

  • Land
  • 1.04 Acres
  • $96,058 per Acre

  438 Cox Rd Unit 2, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  438 Cox Rd Unit 2, Portland, CT 06480
• 

  $95,000

  Sold May 08, 2026

  414 Cox Rd Unit 6, Portland, CT 06480

  • Land
  • 1 Acre
  • $95,000 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 642 Days On Market

  Last Listing Agent Steven Lepore West Wind Realty, LLC

  414 Cox Rd Unit 6, Portland, CT 06480
• 

  Est $331,281

  Not Listed For Sale

  11 High St, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1900

  11 High St, Portland, CT 06480

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Dan Czyzewski Exclusive Properties
• 

  

  /36

  $495,000

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

  8 Robert St, Portland, CT 06480

  This gracious Portland home offers nearly 2000 square feet of character, comfort, and wonderfully livable space in a desirable neighborhood. With three bedrooms and two and a half baths, the home retains the warmth and craftsmanship of an earlier era while offering the conveniences expected for modern living, including central air, public utilities, and an attached two car garage.Hardwood floors

  Nikki Defrancesco Coldwell Banker Realty

  8 Robert St, Portland, CT 06480
• 

  $340,000

  Sold May 27, 2026

  1 Foley Rd, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1956

  Last Sold Summary

  • 17% Above List Price
  • $363/SF
  • 3 Days On Market

  Current Estimated Value $332,818

  Last Listing Agent Cheryl Zalewski eXp Realty

  1 Foley Rd, Portland, CT 06480
• 

  Est $344,263

  Not Listed For Sale

  148 Old Marlborough Turnpike, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft
  • Built 1952

  148 Old Marlborough Turnpike, Portland, CT 06480

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Stephen Czapor Mapleridge Realty
• 

  

  /12

  $99,900

  • Land
  • 1.34 Acres
  • $74,552 per Acre

  444 Cox Rd Unit 1, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  444 Cox Rd Unit 1, Portland, CT 06480
• 

  $261,000

  Sold Nov 17, 2025

  45 Prospect St, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,124 Sq Ft
  • Built 1830

  Last Sold Summary

  • 14% Above List Price
  • $232/SF
  • 67 Days On Market

  Current Estimated Value $283,503

  Last Listing Agent Colin Mulryan Carl Guild & Associates

  45 Prospect St, Portland, CT 06480
• 

  Est $1,619,511

  Not Listed For Sale

  35 Payne Blvd, Portland, CT 06480

  • 5 Beds
  • 6 Baths
  • 5,909 Sq Ft
  • Built 1991

  35 Payne Blvd, Portland, CT 06480

  Last Sold Summary

  • 164 Days On Market

  Last Listing Agent Chris Gorski Gorski Realty LLC
• 

  $499,000

  Sold Jul 28, 2026

  286 Marlborough St, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 4,205 Sq Ft
  • Built 1850

  Last Sold Summary

  • 13% Below List Price
  • $119/SF
  • 114 Days On Market

  Current Estimated Value $489,020

  Last Listing Agent Kris Robinson Eagle Eye Realty PLLC

  286 Marlborough St, Portland, CT 06480
• 

  Est $547,338

  Not Listed For Sale

  39 Middle Haddam Rd, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 2,657 Sq Ft
  • Built 1947

  39 Middle Haddam Rd, Portland, CT 06480

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.
• 

  $435,000

  Sold Feb 27, 2026

  12 Edwards Rd, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft
  • Built 1997

  Last Sold Summary

  • $247/SF
  • 3 Days On Market

  Current Estimated Value $442,389

  Last Listing Agent Brian Burke Coldwell Banker Realty

  12 Edwards Rd, Portland, CT 06480
• 

  Est $365,476

  Not Listed For Sale

  50 Copper Beech Ln, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • Built 2004

  50 Copper Beech Ln, Portland, CT 06480

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Rose Elias Coldwell Banker Realty
• 

  $410,000

  Sold Oct 09, 2025

  20 Middlesex Avenue Extension, Portland, CT 06480

  • 7 Beds
  • 3 Baths
  • 2,292 Sq Ft
  • Built 1872

  Last Sold Summary

  • 5% Above List Price
  • $179/SF
  • 329 Days On Market

  Current Estimated Value $325,000

  Last Listing Agent Heather Besmond Agnelli Real Estate

  20 Middlesex Avenue Extension, Portland, CT 06480
• 

  Est $461,295

  Not Listed For Sale

  27 Grace Ln, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft
  • Built 1968

  27 Grace Ln, Portland, CT 06480

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Robyn Letourneau Berkshire Hathaway NE Prop.
• 

  $390,000

  Sold Apr 24, 2026

  62 Copper Beech Ln Unit 62, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,896 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Above List Price
  • $206/SF
  • 4 Days On Market

  Current Estimated Value $402,773

  Last Listing Agent Jasmin Vazquez RE/MAX One

  62 Copper Beech Ln Unit 62, Portland, CT 06480
• 

  Est $604,229

  Not Listed For Sale

  65 Breezy Corners Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 3,018 Sq Ft
  • Built 1984

  65 Breezy Corners Rd, Portland, CT 06480

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Joseph Bajorski Commercial Services Realty
• 

  $280,000

  Sold Oct 06, 2025

  182 Summer St, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $213/SF
  • 24 Days On Market

  Current Estimated Value $295,581

  Last Listing Agent Tracy Wagner Rockoff Realty

  182 Summer St, Portland, CT 06480
• 

  Est $539,503

  Not Listed For Sale

  192 Thompson Hill Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1958

  192 Thompson Hill Rd, Portland, CT 06480

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Lisa Golebiewski Coldwell Banker Realty
• 

  $565,000

  Sold Jun 25, 2026

  73 Lake Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,916 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Below List Price
  • $194/SF
  • 45 Days On Market

  Current Estimated Value $569,186

  Last Listing Agent Shawnna Kelly SalCal Real Estate Connections

  73 Lake Rd, Portland, CT 06480
• 

  Est $421,556

  Not Listed For Sale

  1444 Portland Cobalt Rd, Portland, CT 06480

  • 4 Beds
  • 1.5 Baths
  • 1,928 Sq Ft
  • Built 1964

  1444 Portland Cobalt Rd, Portland, CT 06480

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Karen Renner Century 21 Clemens Group
• 

  $430,000

  Sold Mar 06, 2026

  220 Rose Hill Rd, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Above List Price
  • $301/SF
  • 7 Days On Market

  Current Estimated Value $426,658

  Last Listing Agent Marco Rondinone Berkshire Hathaway NE Prop.

  220 Rose Hill Rd, Portland, CT 06480
• 

  Est $434,324

  Not Listed For Sale

  58 Bartlett St, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft
  • Built 1949

  58 Bartlett St, Portland, CT 06480

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Rick Loranger Coldwell Banker Realty
• 

  $340,000

  Sold Apr 28, 2026

  11 Foley Rd, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1949

  Last Sold Summary

  • 15% Above List Price
  • $284/SF
  • 3 Days On Market

  Current Estimated Value $335,214

  Last Listing Agent Diane Bonney William Raveis Real Estate

  11 Foley Rd, Portland, CT 06480
• 

  Est $387,747

  Not Listed For Sale

  3 Adorno Dr, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 2,204 Sq Ft
  • Built 1956

  3 Adorno Dr, Portland, CT 06480

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Desiree Meister William Pitt Sotheby's International Realty
• 

  $390,000

  Sold Dec 05, 2025

  5 Scenic Dr, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,141 Sq Ft
  • Built 1968

  Last Sold Summary

  • 15% Below List Price
  • $182/SF
  • 28 Days On Market

  Current Estimated Value $411,762

  Last Listing Agent Christie Diaz-o William Raveis Real Estate

  5 Scenic Dr, Portland, CT 06480
• 

  Est $282,984

  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

  Last Listing Agent Robert Roya Jr. Aspen Realty Group
• 

  $320,000

  Sold Oct 14, 2025

  101 Great Hill Pond Rd, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • Built 1925

  Last Sold Summary

  • $320/SF
  • 25 Days On Market

  Current Estimated Value $335,502

  Last Listing Agent Brian Kubeck Coldwell Banker Realty

  101 Great Hill Pond Rd, Portland, CT 06480
• 

  Est $487,013

  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

  Last Listing Agent Carl Guild Carl Guild & Associates
• 

  $95,000

  Sold May 08, 2026

  408 Cox Rd Unit 7, Portland, CT 06480

  • Land
  • 1.05 Acres
  • $90,476 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 642 Days On Market

  Last Listing Agent Steven Lepore West Wind Realty, LLC

  408 Cox Rd Unit 7, Portland, CT 06480
• 

  Est $658,373

  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

  Last Listing Agent Carl Guild Carl Guild & Associates
• 

  $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 $396,700

  Last Listing Agent Jessica Fedorich Stone Crest Realty LLC

  5 Woodland Rd, Portland, CT 06480

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