Portland, CT Homes

• 

  

  

  /10

  $299,000

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  11 Jobs Gate 1, Portland, CT 06480

  Must see this beautiful, peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offers a New Roof, new water

  Roseanne Scacca Dan Combs Real Estate

  11 Jobs Gate 1, Portland, CT 06480
• 

  $373,000

  Sold May 11, 2026

  129 Summer St, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft
  • Built 1948

  Last Sold Summary

  • 4% Above List Price
  • $297/SF
  • 31 Days On Market

  Current Estimated Value $369,338

  Last Listing Agent Koreen Ryan Carl Guild & Associates

  129 Summer St, Portland, CT 06480
• 

  Est $411,771

  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

  • 4 Days On Market

  Last Listing Agent Frank Fonteyn Prestige Realty Group
• 

  

  

  /17

  $375,000

  $18K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,602 Sq Ft

  3 Edwards Rd, Portland, CT 06480

  3 bedroom Ranch on lovely location on a cul-de-sac road. This ranch offers 3 nice size bedrooms (note - town hall lists as a 2 bedroom). Oak floors in bedrooms and living room, the livingroom has wood burning fireplace and a dining area with corner hutch. Kitchen can be closed off by pocket door. House originally had 1 car garage, an oversize additional bay was added and plumbed to have radiant

  Kerry Hart William Raveis Real Estate

  3 Edwards Rd, Portland, CT 06480
• 

  $421,000

  Sold Aug 28, 2026

  21 Tuccitto Rd, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,593 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Above List Price
  • $264/SF
  • 5 Days On Market

  Current Estimated Value $384,688

  Last Listing Agent Kelly Lucas RE/MAX Legends

  21 Tuccitto Rd, Portland, CT 06480
• 

  Est $312,175

  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

  • 135 Days On Market

  Last Listing Agent Jonathan Gineo Silver and Oak Realty
• 

  

  /32

  $469,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  171 Bartlett St, Portland, CT 06480

  Step into timeless charm at 171 Bartlett Street in Portland, CT. This 1897 farmhouse sits on a scenic 2.46-acre corner lot and offers 4 bedrooms, 1 full bath, and 2,126 sq ft of living space. Inside, original hardwood floors, vintage woodwork, and classic windows showcase the home's historic character. A walk-up attic adds flexible space for a studio, office, or guest room. The property's rich

  Anthony Olivo Sunset Creek Realty, LLC

  171 Bartlett St, Portland, CT 06480
• 

  $390,000

  Sold Nov 11, 2025

  47 High St, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 2,180 Sq Ft
  • Built 1951

  Last Sold Summary

  • $179/SF
  • 2 Days On Market

  Current Estimated Value $407,277

  Last Listing Agent Deborah Fountain William Pitt Sotheby's Int'l

  47 High St, Portland, CT 06480
• 

  Est $514,865

  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

  • 116 Days On Market

  Last Listing Agent Joseph Snell Luxe Realty LLC
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  /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
• 

  $465,000

  Sold Jun 05, 2026

  12 Woodhaven Dr, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 33 Days On Market

  Current Estimated Value $465,514

  Last Listing Agent Stephanie Starr Berkshire Hathaway NE Prop.

  12 Woodhaven Dr, Portland, CT 06480
• 

  Est $412,759

  Not Listed For Sale

  5 Brainerd Dr, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,853 Sq Ft
  • Built 1954

  5 Brainerd Dr, Portland, CT 06480

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Cheryl Zalewski eXp Realty
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  /40

  $425,000

  $105K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,176 Sq Ft

  64 Jobs Gate 2, Portland, CT 06480

  Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry,

  Linda Byrne Century 21 AllPoints Realty

  64 Jobs Gate 2, Portland, CT 06480
• 

  $279,000

  Sold Jun 12, 2026

  16 Grandview Terrace, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,358 Sq Ft
  • Built 1864

  Last Sold Summary

  • $205/SF
  • 48 Days On Market

  Current Estimated Value $288,125

  Last Listing Agent Melissa DiPiazza RE/MAX One

  16 Grandview Terrace, Portland, CT 06480
• 

  Est $310,172

  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

  • 22 Days On Market

  Last Listing Agent George Agnelli Agnelli Real Estate
• 

  

  /28

  $350,000

  Pending

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

  34 Middlesex Ave, Portland, CT 06480

  Welcome to the beauty and convenience of one-floor living! This inviting ranch offers an open-concept layout with the living room, dining room, and kitchen flowing seamlessly together, all accented by hardwood floors and vaulted ceilings. Double sliders fill the space with natural light and create an effortless indoor/outdoor feel, opening to a spacious wraparound Trex deck with vinyl

  Stephanie Starr Berkshire Hathaway NE Prop.

  34 Middlesex Ave, 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 $276,700

  Last Listing Agent Angela Ferguson Coldwell Banker Realty

  23 Tuccitto Rd, Portland, CT 06480
• 

  Est $321,456

  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

  • 46 Days On Market

  Last Listing Agent Daniel Zandvliet Coldwell Banker Realty 2000
• 

  

  /13

  $499,900

  • 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
• 

  $465,000

  Sold Aug 06, 2026

  5 Bell Ct, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Above List Price
  • $231/SF
  • 1 Day On Market

  Current Estimated Value $407,981

  Last Listing Agent Doreen Amata Coldwell Banker Realty

  5 Bell Ct, Portland, CT 06480
• 

  Est $412,317

  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 Days On Market

  Last Listing Agent James Harrington Carl Guild & Associates
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  /7

  $189,900

  • Land
  • 12.27 Acres
  • $15,477 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
• 

  $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 $453,376

  Last Listing Agent Gary Marino William Raveis Real Estate

  119 Old Marlborough Turnpike, Portland, CT 06480
• 

  Est $176,692

  Not Listed For Sale

  1 Brush Pasture Ln Unit 313, Portland, CT 06480

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

  1 Brush Pasture Ln Unit 313, Portland, CT 06480

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Kara Pedersen Carl Guild & Associates
• 

  

  /31

  $345,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  40 Fairview St, Portland, CT 06480

  HIGHEST AND BEST BY TUESDAY 9/15/2026 8PM! A little cottage with a lot to love! This charming Cape Cod sits on a picturesque corner lot in the heart of Portland, offering beautiful curb appeal and a welcoming setting. The main level features two separate living areas filled with natural light, including one with a cozy fireplace and built-in bookshelves that create a warm and inviting space full

  Rebecca lucian Mapleridge Realty

  40 Fairview St, 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 $332,768

  Last Listing Agent Kelley Cummings The Heritage Group, LLC

  11 Edgewood Rd, Portland, CT 06480
• 

  Est $637,938

  Not Listed For Sale

  26 Rockwood Dr, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft
  • Built 1992

  26 Rockwood Dr, Portland, CT 06480

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Carly Luciér Our Home Realty Advisors
• 

  

  /36

  $450,000

  $35K PRICE DROP Under Contract

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

  98 Maple Rd, Portland, CT 06480

  Timeless and charming colonial offers stunning details around every corner. First floor boasts a formal dining room with built-ins, full living room and den (each with a fireplace), kitchen and keeping room, foyer, and half bath. French doors lead from the dining room to a screened porch perfect for outdoor lounging and taking in the idyllic 1.5 acre property complete with 2 car garage as well as

  Josh James Farnam Realty Group

  98 Maple Rd, 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 $501,677

  Last Listing Agent Georgia Newcomb Houlihan Lawrence WD

  19 Plumrose Ct, Portland, CT 06480
• 

  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

  • 23 Days On Market

  Last Listing Agent James Harrington Carl Guild & Associates
• 

  

  /8

  $319,900

  • 4 Beds
  • 2 Baths
  • 2,478 Sq Ft

  64 Summer St, Portland, CT 06480

  Great opportunity to own a two-family home in the desirable town of Portland! This versatile property offers the potential for rental income, multi-generational living, or an owner-occupied investment. Each unit provides its own living space and offers flexibility for a variety of needs. Conveniently located near local amenities, shopping, dining, schools, and major commuter routes. Whether

  Carl Guild Carl Guild & Associates

  64 Summer St, 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 $362,212

  Last Listing Agent James Harrington Carl Guild & Associates

  5 Buttonhook Dr, Portland, CT 06480
• 

  Est $180,246

  Not Listed For Sale

  1 Brush Pasture Ln Unit 109, Portland, CT 06480

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

  1 Brush Pasture Ln Unit 109, Portland, CT 06480

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Maria Phillips William Raveis Real Estate
• 

  

  /40

  $549,900

  $50K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  15 Michele Dr, Portland, CT 06480

  ATTRACTIVE NEW PRICE! Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and

  Margaret Wilcox William Raveis Real Estate

  15 Michele 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 $384,166

  Last Listing Agent Deborah Walden eXp Realty

  24 William St, Portland, CT 06480
• 

  Est $406,469

  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

  • 58 Days On Market

  Last Listing Agent Judes Joseph Prestige Prorealty Group
• 

  

  /33

  $350,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,271 Sq Ft

  25 Prospect St, Portland, CT 06480

  Highest and Best deadline is 12:00 on Tuesday, September 1. Home sweet home! This charming 3-bedroom Cape is nestled on a pretty, tree-lined lot and welcomes you from the moment you step inside. Warm and inviting, the home features beautiful hardwood floors and graceful rounded archways that add character throughout. Picture cozy evenings by the fireplace or relaxing on the patio in the warmer

  Mary Ellen Maloney Realty Executives Boston West

  25 Prospect St, Portland, CT 06480
• 

  $425,000

  Sold Jan 16, 2026

  211 William St, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1939

  Last Sold Summary

  • 3% Below List Price
  • $210/SF
  • 38 Days On Market

  Current Estimated Value $423,082

  Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  211 William St, Portland, CT 06480
• 

  Est $399,239

  Not Listed For Sale

  945 Glastonbury Turnpike, Portland, CT 06480

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

  945 Glastonbury Turnpike, Portland, CT 06480

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Oz Pariser Premier Re Group LLC
• 

  

  /8

  $119,000

  $6K PRICE DROP

  • Land
  • 2.82 Acres
  • $42,199 per Acre

  182 Cox Rd, Portland, CT 06480

  Approved 2.82-acre residential building lot in Portland, zoned R-25 and ready for your build. The lot sits off Cox Road with solid frontage and a gradual rise from the street, giving the site natural elevation and privacy without fighting the topography. Established tree cover provides natural screening on the upper portions of the lot, and surrounding parcels carry single-family homes, setting

  Carl Guild Carl Guild & Associates

  182 Cox Rd, Portland, CT 06480

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