Portland, CT Homes

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  /19

  $539,900

  • 4 Beds
  • 3.5 Baths
  • 4,390 Sq Ft

  57 Summer St, Portland, CT 06480

  Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the

  Carl Guild Carl Guild & Associates

  57 Summer St, Portland, CT 06480
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  /35

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft
  • House for Rent

  110 Great Hill Pond Rd, Portland, CT 06480

  Enjoy serene waterfront living in this charming 892 sq. ft. ranch home directly on Great Hill Pond. Featuring two bedrooms, this residence offers incredible views along with fishing, and kayaking opportunities right outside your door. The inviting three-season porch overlooks the pond, creating the perfect spot to relax or entertain. Inside, you'll find hardwood floors throughout, a washer and

  Theresa Bitondo Berkshire Hathaway NE Prop.

  110 Great Hill Pond Rd, Portland, CT 06480
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  $730,000 Sold Jun 06, 2025

  102 Appletree Ln, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,725 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 202 Days On Market

  Current Estimated Value $742,919

  Last Listing Agent Agnes Mroczka William Raveis Real Estate

  102 Appletree Ln, Portland, CT 06480
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  Est $311,542 Not Listed For Sale

  16 Susan Cir, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1961

  16 Susan Cir, Portland, CT 06480

  Last Sold Summary

  • 4% Above List Price
  • $268/SF
  • 0 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Rick Berkenstock Century 21 AllPoints Realty
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  $339,999 Pending

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

  14 Church St, Portland, CT 06480

  Welcome to 14 Church Street - a picture-perfect bungalow that blends timeless charm with thoughtful modern updates. This move-in-ready home is filled with character, natural light, and beautiful custom details throughout. Hardwood floors lead you into a bright living space featuring a custom NORKO-built entry bench and cubbies, setting the tone for the craftsmanship found throughout the home. The

  Wes Jenks Jenks Realty

  14 Church St, Portland, CT 06480
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  $435,000 Sold Aug 19, 2025

  64 High St, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Built 1956

  Last Sold Summary

  • 24% Above List Price
  • $275/SF
  • 81 Days On Market

  Current Estimated Value $421,005

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  64 High St, Portland, CT 06480
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  Est $387,052 Not Listed For Sale

  1 Woodland Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1951

  1 Woodland Rd, Portland, CT 06480

  Last Sold Summary

  • 6% Above List Price
  • $237/SF
  • 4 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Frank Fonteyn Prestige Realty Group
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  /38

  $479,900

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

  9 Pear Orchard Rd, Portland, CT 06480

  Wonderful Bartlett Hill Home set in the best location near the pool and backing up to acres of woods. Step inside to the perfect floorplan with the Living room, dining room, kitchen, laundry and primary bedroom, plus a two car garage, all on the same level! As you walk around the open floorplan, the sunlight flows in and the view of the woods can be seen from everywhere... The efficient chef's

  Wendy Anderson William Pitt Sotheby's International Realty

  9 Pear Orchard Rd, Portland, CT 06480
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  $335,000 Sold Sep 15, 2025

  111 Collins Hill Rd, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,744 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Below List Price
  • $192/SF
  • 87 Days On Market

  Current Estimated Value $352,772

  Last Listing Agent Stephanie Cuascut Coldwell Banker Realty

  111 Collins Hill Rd, Portland, CT 06480
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  Est $470,716 Not Listed For Sale

  798 Glastonbury Turnpike, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1989

  798 Glastonbury Turnpike, Portland, CT 06480

  Last Sold Summary

  • 15% Above List Price
  • $181/SF
  • 116 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Joseph Snell Luxe Realty LLC
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  /14

  $439,999 Pending

  • 5 Beds
  • 2 Baths
  • 2,615 Sq Ft

  548 Main St, Portland, CT 06480

  Two-Family Home - Investment or Owner-Occupant Opportunity. Spacious two-family home located near the heart of downtown Portland, offering a flexible opportunity for both investors and owner-occupants. Each unit provides comfortable living space with separate utilities and plenty of natural light. Conveniently situated along Main Street, this property is close to local shops, restaurants,

  Karandeep Singh Ironclad Real Estate

  548 Main St, Portland, CT 06480
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  $388,888 Sold Jun 17, 2025

  10 Brainerd Dr, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Above List Price
  • $312/SF
  • 13 Days On Market

  Current Estimated Value $383,603

  Last Listing Agent Michael Disla eXp Realty

  10 Brainerd Dr, Portland, CT 06480
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  Est $291,427 Not Listed For Sale

  133 Bartlett St, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1929

  133 Bartlett St, Portland, CT 06480

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 22 Days On Market

  Last Sold Price $265,000

  Last Listing Agent George Agnelli Agnelli Real Estate
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  /5

  $650,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  76 Maple Rd, Portland, CT 06480

  New single-level ranch to-be-built on a private, level lot set well back from the road. This home delivers efficient one-floor living with an open-concept layout that connects the living room, kitchen, and dining areas in a natural, practical flow. Sliding doors lead straight from the main living space to a rear patio that faces a spacious, fully secluded backyard, giving you quiet mornings or

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480
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  $253,000 Sold Nov 06, 2025

  23 Tuccitto Rd, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,062 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $238/SF
  • 10 Days On Market

  Current Estimated Value $258,604

  Last Listing Agent Angela Ferguson Coldwell Banker Realty

  23 Tuccitto Rd, Portland, CT 06480
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  Est $301,431 Not Listed For Sale

  29 Waverly Ave, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1940

  29 Waverly Ave, Portland, CT 06480

  Last Sold Summary

  • 21% Above List Price
  • $229/SF
  • 46 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Daniel Zandvliet Coldwell Banker Realty 2000
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  /3

  $75,600 Pending

  • Land
  • 10.8 Acres
  • $7,000 per Acre

  1263, 1306, 1316, 13 Pecausett Meadows, Portland, CT 06480

  Four parcels of vacant land, offered together as one sale. Land is currently undevelopable, presenting a unique opportunity for recreational use and outdoor enjoyment. Ideal for hunters, fisherman and sportsman seeking a private natural setting. Conveniently located next to the Connecticut River. A rare chance to own a sizable piece of land, suited for nature lovers and outdoor enthusiasts.

  Brian Burke Coldwell Banker Realty

  1263, 1306, 1316, 13 Pecausett Meadows, Portland, CT 06480
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  $405,000 Sold May 01, 2025

  945 Glastonbury Turnpike, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1838

  Last Sold Summary

  • 9% Above List Price
  • $199/SF
  • 13 Days On Market

  Current Estimated Value $405,185

  Last Listing Agent Oz Pariser Premier Re Group LLC

  945 Glastonbury Turnpike, Portland, CT 06480
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  Est $183,779 Not Listed For Sale

  1 Brush Pasture Ln Unit 226, Portland, CT 06480

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 2004

  1 Brush Pasture Ln Unit 226, Portland, CT 06480

  Last Sold Summary

  • 19% Above List Price
  • $176/SF
  • 3 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Rick Berkenstock Century 21 AllPoints Realty
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  /12

  $99,900

  • Land
  • 1 Acre
  • $99,900 per Acre

  420 Cox Rd Unit 5, 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

  420 Cox Rd Unit 5, Portland, CT 06480
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  $420,000 Sold Oct 21, 2025

  119 Old Marlborough Turnpike, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 1965

  Last Sold Summary

  • $231/SF
  • 91 Days On Market

  Current Estimated Value $423,729

  Last Listing Agent Gary Marino William Raveis Real Estate

  119 Old Marlborough Turnpike, Portland, CT 06480
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  Est $399,969 Not Listed For Sale

  596 Main St, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1942

  596 Main St, Portland, CT 06480

  Last Sold Summary

  • $202/SF
  • 6 Days On Market

  Last Sold Price $400,000

  Last Listing Agent James Harrington Carl Guild & Associates
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  /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
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  $632,000 Sold Jun 25, 2025

  98 High St, Portland, CT 06481

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Above List Price
  • $260/SF
  • 3 Days On Market

  Last Listing Agent Cheryl Zalewski eXp Realty

  98 High St, Portland, CT 06481
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  Not Listed For Sale

  88 Marlborough St, Portland, CT 06480

  • 9 Beds
  • 4 Baths
  • 4,926 Sq Ft
  • Built 1839

  88 Marlborough St, Portland, CT 06480

  Last Sold Summary

  • $110/SF
  • 23 Days On Market

  Last Sold Price $540,000

  Last Listing Agent James Harrington Carl Guild & Associates
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  /39

  $285,000 Pending

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

  242 Summer St, Portland, CT 06480

  Welcome to easy living in this beautifully updated condo perfectly situated near Portland Golf Course and the heart of downtown, where charming shops and inviting restaurants create a vibrant community atmosphere. With quick access to Route 9, commuting to work or heading to the beaches is effortless. Inside, the thoughtfully designed layout offers comfort and functionality. Both spacious

  Kadji Anderson Berkshire Hathaway NE Prop.

  242 Summer St, Portland, CT 06480
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  $169,500 Sold Jul 16, 2025

  1 Brush Pasture Ln Unit 313, Portland, CT 06480

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

  Last Sold Summary

  • $200/SF
  • 5 Days On Market

  Current Estimated Value $170,728

  Last Listing Agent Kara Pedersen Carl Guild & Associates

  1 Brush Pasture Ln Unit 313, Portland, CT 06480
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  Est $181,629 Not Listed For Sale

  1 Brush Pasture Ln Unit 207, Portland, CT 06480

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

  1 Brush Pasture Ln Unit 207, Portland, CT 06480

  Last Sold Summary

  • 11% Above List Price
  • $195/SF
  • 3 Days On Market

  Last Sold Price $164,000

  Last Listing Agent Carl Guild Carl Guild & Associates
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  /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
• 

  $230,000 Sold Jun 24, 2025

  211 William St, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • Built 1939

  Last Sold Summary

  • 24% Above List Price
  • $162/SF
  • 17 Days On Market

  Current Estimated Value $416,079

  Last Listing Agent Todd Bakoledis Coldwell Banker Realty

  211 William St, Portland, CT 06480
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  Est $335,694 Not Listed For Sale

  142 Marlborough St, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1920

  142 Marlborough St, Portland, CT 06480

  Last Sold Summary

  • 12% Above List Price
  • $192/SF
  • 21 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Keidy Garcia-Mendez Century 21 AllPoints Realty
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  $302,000 Sold Jun 27, 2025

  17 Adorno Dr, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 2,060 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $147/SF
  • 47 Days On Market

  Current Estimated Value $331,571

  Last Listing Agent Ellen Paklos William Raveis Real Estate

  17 Adorno Dr, Portland, CT 06480
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  Est $551,295 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

  • 25% Above List Price
  • $158/SF
  • 3 Days On Market

  Last Sold Price $441,000

  Last Listing Agent Brian Burke Coldwell Banker Realty
• 

  $600,000 Sold Sep 05, 2025

  328 Old Marlborough Turnpike, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,992 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $201/SF
  • 49 Days On Market

  Current Estimated Value $613,483

  Last Listing Agent Craig Milton Re/Max Valley Shore

  328 Old Marlborough Turnpike, Portland, CT 06480
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  Est $308,477 Not Listed For Sale

  24 Airline Ave, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • Built 1700

  24 Airline Ave, Portland, CT 06480

  Last Sold Summary

  • 13% Above List Price
  • $148/SF
  • 16 Days On Market

  Last Sold Price $272,000

  Last Listing Agent Pat Funaro North Atlantic Realty LLC
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  /17

  $339,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  11 Edgewood Rd, Portland, CT 06480

  Well maintained ranch with potential, Ready and awaiting your vision. Hardwood floors under carpets. Bring your ideas and make this home your own. The property is being sold As-is. Inspections for informational purpose only.

  Kelley Cummings The Heritage Group, LLC

  11 Edgewood Rd, Portland, CT 06480
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  Est $480,979 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

  • 3% Above List Price
  • $180/SF
  • 14 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Joshua Brown KW Legacy Partners
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  $475,000 Sold Dec 15, 2025

  19 Plumrose Ct, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,503 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Above List Price
  • $316/SF
  • 29 Days On Market

  Current Estimated Value $471,024

  Last Listing Agent Georgia Newcomb Houlihan Lawrence WD

  19 Plumrose Ct, Portland, CT 06480
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  Est $383,430 Not Listed For Sale

  959 Glastonbury Turnpike, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,089 Sq Ft
  • Built 1963

  959 Glastonbury Turnpike, Portland, CT 06480

  Last Sold Summary

  • 15% Above List Price
  • $305/SF
  • 11 Days On Market

  Last Sold Price $332,000

  Last Listing Agent Lisa Hutt Berkshire Hathaway Home Services
• 

  $358,000 Sold Mar 02, 2026

  5 Buttonhook Dr, Portland, CT 06480

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $253/SF
  • 5 Days On Market

  Current Estimated Value $326,589

  Last Listing Agent James Harrington Carl Guild & Associates

  5 Buttonhook Dr, Portland, CT 06480

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