Portland, CT Homes

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  /5

  $599,900 Pending

  • 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
• 

  $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 $364,976

  Last Listing Agent Stephanie Cuascut Coldwell Banker Realty

  111 Collins Hill Rd, Portland, CT 06480
• 

  Est $313,283 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
  • Sep 29, 2023

  Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty
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  /40

  $499,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,374 Sq Ft

  7 Woodhaven Dr, Portland, CT 06480

  Welcome to this beautifully renovated raised ranch, thoughtfully redesigned to offer modern comfort and effortless living. This 3-bedroom, 2 full bath home showcases an open-concept layout filled with natural light and refined finishes throughout. The spacious living room features a brand-new electric fireplace, creating a warm and inviting focal point for both everyday living and entertaining.

  Angela Aresco Carl Guild & Associates

  7 Woodhaven Dr, Portland, CT 06480
• 

  $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 $389,399

  Last Listing Agent Michael Disla eXp Realty

  10 Brainerd Dr, Portland, CT 06480
• 

  Est $390,396 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

  • 7% Above List Price
  • $237/SF
  • 4 Days On Market

  • Last Sold Price $365,000
  • Nov 08, 2023

  Last Listing Agent Frank Fonteyn Prestige Realty Group
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  /36

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  25 Michele Dr, Portland, CT 06480

  This lovingly cared for Colonial is set on a private 1.06 acre, tree-lined lot within a sought after neighborhood in Portland, just over the Glastonbury town line, and only 15 miles from Hartford. In minutes you can be at shops, restaurants and farm stands. The center of the home is an eat-in kitchen and boasts upgraded cabinets, granite counter tops, and wood flooring. The kitchen is also open

  Eileen Bartlett KW Legacy Partners

  25 Michele Dr, Portland, CT 06480
• 

  $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 $265,044

  Last Listing Agent Angela Ferguson Coldwell Banker Realty

  23 Tuccitto Rd, Portland, CT 06480
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  Est $292,281 Not Listed For Sale

  25 Tuccitto Rd, Portland, CT 06480

  • 2 Beds
  • 1.5 Baths
  • 1,455 Sq Ft
  • Built 1954

  25 Tuccitto Rd, Portland, CT 06480

  Last Sold Summary

  • 15% Above List Price
  • $175/SF
  • 135 Days On Market

  • Last Sold Price $255,000
  • Apr 02, 2025

  Last Listing Agent Jonathan Gineo Silver and Oak Realty
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  /35

  $575,000

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

  286 Marlborough St, Portland, CT 06480

  A Rare Blend of Space, Flexibility & Opportunity. Currently configured with a bright and inviting two-bedroom, one-bath apartment upstairs, the home also features a spacious lower level that was formerly used as a salon. With its generous layout and separate entrance, this space can be thoughtfully reimagined and seamlessly converted into additional living areas-ideal for expanding the home into

  Kris Robinson Eagle Eye Realty PLLC

  286 Marlborough St, Portland, CT 06480
• 

  $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 $434,747

  Last Listing Agent Gary Marino William Raveis Real Estate

  119 Old Marlborough Turnpike, Portland, CT 06480
• 

  Est $474,722 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

  • 16% Above List Price
  • $181/SF
  • 116 Days On Market

  • Last Sold Price $410,000
  • Jan 27, 2025

  Last Listing Agent Joseph Snell Luxe Realty LLC
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  /12

  $124,900

  • Land
  • 4.15 Acres
  • $30,096 per Acre

  426 Cox Rd Unit 4, 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

  426 Cox Rd Unit 4, Portland, CT 06480
• 

  $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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  Est $292,909 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

  • 11% Above List Price
  • $240/SF
  • 22 Days On Market

  • Last Sold Price $265,000
  • Nov 12, 2024

  Last Listing Agent George Agnelli Agnelli Real Estate
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  /26

  $280,000

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  25 Spring St, Portland, CT 06480

  Welcome to 25 Spring Street in charming Portland-a classic antique home brimming with character and opportunity. Ideally located with sidewalks right out front, enjoy a short walk to downtown amenities, local shops, and dining, offering the perfect blend of convenience and small-town charm. This home showcases the timeless appeal of antique construction, with unique details and a warm, inviting

  Kyle Neumann Houlihan Lawrence

  25 Spring 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 $174,380

  Last Listing Agent Kara Pedersen Carl Guild & Associates

  1 Brush Pasture Ln Unit 313, Portland, CT 06480
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  Est $298,357 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

  • 19% Above List Price
  • $229/SF
  • 46 Days On Market

  • Last Sold Price $250,000
  • Jan 17, 2024

  Last Listing Agent Daniel Zandvliet Coldwell Banker Realty 2000
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  /28

  $360,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  129 Summer St, Portland, CT 06480

  Inside this classic cape you'll find a cozy yet functional layout with sun-filled living spaces, hardwood floors, and a welcoming fireplace that serves as the heart of the home. The kitchen offers a perfect balance of vintage charm and modern convenience, with ample cabinetry. A convenient first-floor bedroom and full bath provide versatile options for guests, home office, or single-level living.

  Koreen Ryan Carl Guild & Associates

  129 Summer St, 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 $414,510

  Last Listing Agent Todd Bakoledis Coldwell Banker Realty

  211 William St, Portland, CT 06480
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  Est $184,197 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
  • May 24, 2023

  Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty
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  /7

  $199,900 Under Contract

  • Land
  • 12.27 Acres
  • $16,292 per Acre

  184 Cox Rd, Portland, CT 06480

  Absolutely top-tier parcel of Land offering over 12 acres of exceptional privacy, natural beauty, and serene surroundings. Accessed at the top of your very own private road (Molly Lane), this remarkable lot sits high with lots of potential with many level areas to build- ideal for creating a truly special custom estate. This is not an ordinary piece of land; it represents a rare opportunity to

  Anna Zastem Macchio William Raveis Real Estate

  184 Cox Rd, Portland, CT 06480
• 

  $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 $337,814

  Last Listing Agent Ellen Paklos William Raveis Real Estate

  17 Adorno Dr, Portland, CT 06480
• 

  Est $375,182 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

  • 6% Below List Price
  • $202/SF
  • 6 Days On Market

  • Last Sold Price $400,000
  • May 07, 2024

  Last Listing Agent James Harrington Carl Guild & Associates
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  /40

  $179,900

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft

  52 Jobs Gate 2, Portland, CT 06480

  WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

  Ron Jedziniak eXp Realty

  52 Jobs Gate 2, Portland, CT 06480
• 

  $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 $622,267

  Last Listing Agent Craig Milton Re/Max Valley Shore

  328 Old Marlborough Turnpike, Portland, CT 06480
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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
  • Jul 09, 2024

  Last Listing Agent James Harrington Carl Guild & Associates
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  /12

  $99,900

  • Land
  • 1.23 Acres
  • $81,220 per Acre

  402 Cox Rd Unit 8, 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

  402 Cox Rd Unit 8, Portland, CT 06480
• 

  $330,000 Sold Mar 09, 2026

  11 Edgewood Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 91 Days On Market

  Current Estimated Value $339,535

  Last Listing Agent Kelley Cummings The Heritage Group, LLC

  11 Edgewood Rd, Portland, CT 06480
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  Est $170,276 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

  • 4% Above List Price
  • $195/SF
  • 3 Days On Market

  • Last Sold Price $164,000
  • Aug 04, 2023

  Last Listing Agent Carl Guild Carl Guild & Associates
• 

  

  /12

  $124,900

  • Land
  • 2.8 Acres
  • $44,607 per Acre

  432 Cox Rd Unit 3, 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

  432 Cox Rd Unit 3, Portland, CT 06480
• 

  $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 $476,215

  Last Listing Agent Georgia Newcomb Houlihan Lawrence WD

  19 Plumrose Ct, Portland, CT 06480
• 

  Est $324,645 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

  • 8% Above List Price
  • $192/SF
  • 21 Days On Market

  • Last Sold Price $300,000
  • Jul 21, 2023

  Last Listing Agent Keidy Garcia-Mendez Century 21 AllPoints Realty
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  /37

  $399,900 Pending

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

  171 Rose Hill Rd, Portland, CT 06480

  Make this charming ranch your own! This 3-bedroom, 1.5-bath home offers timeless features and endless potential. Step inside to find beautiful a spacious living room centered around a classic stone fireplace with hardwood floors and plenty of natural light. Enjoy indoor and outdoor living with both a front deck and a back deck-perfect for relaxing or entertaining-as well as a cozy enclosed porch

  Brenda Engel Kazantzis Real Estate, LLC

  171 Rose Hill Rd, Portland, CT 06480
• 

  $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 $330,006

  Last Listing Agent James Harrington Carl Guild & Associates

  5 Buttonhook Dr, Portland, CT 06480
• 

  Est $420,255 Not Listed For Sale

  41 Grove St, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 1967

  41 Grove St, Portland, CT 06480

  Last Sold Summary

  • 2% Below List Price
  • $187/SF
  • 58 Days On Market

  • Last Sold Price $430,000
  • Apr 01, 2025

  Last Listing Agent Judes Joseph Prestige Prorealty Group
• 

  

  /34

  $419,900

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

  25 Hilltop Dr, Portland, CT 06480

  Located in a sought-after Portland cul-de-sac, this well-maintained ranch offers over 2,600 square feet of versatile living space. The main level centers around a spacious eat-in kitchen and a living room accented by a cozy wood-burning stove. This floor also hosts two bedrooms and a full bath, all flowing into an oversized four-season room surrounded by an abundance of natural light that serves

  Carolyn Kress Berkshire Hathaway NE Prop.

  25 Hilltop Dr, Portland, CT 06480
• 

  $375,000 Sold Feb 17, 2026

  24 William St, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Below List Price
  • $251/SF
  • 65 Days On Market

  Current Estimated Value $389,927

  Last Listing Agent Deborah Walden eXp Realty

  24 William St, Portland, CT 06480
• 

  Est $531,113 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

  • 20% Above List Price
  • $158/SF
  • 3 Days On Market

  • Last Sold Price $441,000
  • Sep 15, 2023

  Last Listing Agent Brian Burke Coldwell Banker Realty
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  /7

  $89,900 Under Contract

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

  62 Cornwall St, Portland, CT 06480

  3.42 acres of wooded privacy in the heart of Portland. The kind of land that lets you create the home you've been picturing rather than settle for someone else's. A private drive will wind back through the trees to a quiet interior homesite, set well off the road. Bring your own builder, your own architect, your own ideas about what a house on this land should feel like. With the right siting,

  Carl Guild Carl Guild & Associates

  62 Cornwall St, Portland, CT 06480

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