Portland, CT Homes

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  $489,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  92 Pepperidge Rd, Portland, CT 06480

  This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in 1985. This 2,272 sq ft home showcases wood flooring throughout main living spaces and a welcoming fireplace in the living room. The expansive family room boasts skylights, wood floors, wooden cathedral ceiling and a pellet stove. Sliding glass doors open to a generous deck, ideal for entertaining or

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (860) 792-5342

  92 Pepperidge Rd, Portland, CT 06480
• Explore Portland

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  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  24 Fairview St Unit A, Portland, CT 06480

  Enjoy living in the heart of Portland, just minutes from downtown! This charming one-bedroom rental offers a townhouse-style layout on a spacious, level corner lot. Relax on the inviting front porch and enjoy the convenience of one garage bay included. The first floor features a comfortable living room and kitchen, while the upstairs offers a bright, spacious bedroom and full bathroom. Freshly

  

  Cheryl Zalewski

  eXp Realty

  (860) 497-9436

  24 Fairview St Unit A, Portland, CT 06480
• 

  $240,000 Sold Nov 21, 2025

  156 Summer St Unit 156, Portland, CT 06480

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

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 4 Days On Market

  Last Listing Agent Cheryl Zalewski eXp Realty

  156 Summer St Unit 156, Portland, CT 06480
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  Est $430,358 Not Listed For Sale

  289 Middle Haddam Rd, Portland, CT 06480

  289 Middle Haddam Rd, Portland, CT 06480
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  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
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  $1,655 - $3,120 per month plus fees

  Brainerd Place

  Studio - 2 Beds

  69 Marlborough St, Portland, CT 06480

  Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

  69 Marlborough St, Portland, CT 06480
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  $174,000 Sold Aug 21, 2025

  1 Brush Pasture Ln Unit 109, Portland, CT 06480

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

  Last Sold Summary

  • 3% Below List Price
  • $209/SF
  • 50 Days On Market

  Current Estimated Value $174,866

  Last Listing Agent Maria Phillips William Raveis Real Estate

  1 Brush Pasture Ln Unit 109, Portland, CT 06480
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  Est $693,196 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,595 Sq Ft

  113 Meshomasic Trail, Portland, CT 06480

  113 Meshomasic Trail, Portland, CT 06480
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  $789,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
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  $1,750 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,880 Sq Ft
  • Apartment for Rent

  15 Freestone Ave, Portland, CT 06480

  Welcome to this beautifully updated property, minutes from the center of town! This unit features a brand new washer and dryer located on the main floor, plenty of yard space, and recent renovations. Move-in ready!

  Natalie Portonova-Nolan Berkshire Hathaway NE Prop.

  15 Freestone Ave, Portland, CT 06480
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  $452,000 Sold Oct 02, 2025

  24 Jobs Pond Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • Built 2003

  Last Sold Summary

  • 26% Above List Price
  • $237/SF
  • 5 Days On Market

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
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  Est $398,416 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,218 Sq Ft

  20 Waverly Ave, Portland, CT 06480

  20 Waverly Ave, Portland, CT 06480
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  $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
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  $1,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  6 Russell Ave Unit 1, Portland, CT 06480

  Cozy 2-Bedroom Apartment in Portland, CTLooking for a place that feels like home the moment you walk in? This charming 2-bedroom, 1-bathroom apartment offers the perfect blend of comfort and convenience, tucked away in the welcoming community of Portland.?? What You’ll Love:• Two inviting bedrooms with plenty of space to relax and recharge• It is the first-floor unit with a large,

  6 Russell Ave Unit 1, Portland, CT 06480
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  $512,000 Sold Mar 31, 2025

  1224 Tryon St, Portland, CT 06073

  • 2 Beds
  • 1 Bath
  • 1,543 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 33 Days On Market

  Current Estimated Value $531,596

  Last Listing Agent Paige Niver William Raveis Real Estate

  1224 Tryon St, Portland, CT 06073
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  Est $703,579 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,810 Sq Ft

  18 Rustic Terrace, Portland, CT 06480

  18 Rustic Terrace, Portland, CT 06480
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  $399,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  4 Stoner Terrace, Portland, CT 06480

  Looking for a solid home with tons of potential? This spacious 3-bedroom, 2-bath ranch in Portland has been owned by the same family since it was built in 1960! Sitting on a flat corner lot in a super convenient spot close to schools and everything you need, this home has great bones and just needs your personal touch. There are hardwood floors hiding under the carpets, and with a little

  Carl Guild Carl Guild & Associates

  4 Stoner Terrace, Portland, CT 06480
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  $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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  $480,000 Sold Jan 31, 2025

  350 Old Marlborough Turnpike, Portland, CT 06480

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

  Last Sold Summary

  • 20% Below List Price
  • $135/SF
  • 78 Days On Market

  Current Estimated Value $547,125

  Last Listing Agent Giuseppe Joe Feola Berkshire Hathaway NE Prop.

  350 Old Marlborough Turnpike, Portland, CT 06480
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  Est $411,001 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  7 Myrtle Rd, Portland, CT 06480

  7 Myrtle Rd, Portland, CT 06480
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  $135,000

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

  76 Maple Rd, Portland, CT 06480

  Prime opportunity to own a beautiful parcel of land located on the quiet, scenic Maple Road in Portland, CT. This 2.5+ acre lot offers a serene and peaceful setting with an abundance of natural beauty. The property is situated in a desirable residential area, offering potential for building your dream home or a variety of other uses (subject to zoning and local regulations). With easy access to

  Courtney Miller Berkshire Hathaway NE Prop.

  76 Maple Rd, Portland, CT 06480
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  $2,490 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,774 Sq Ft
  • Condo for Rent

  78 Marlborough St Unit Suite #2, Portland, CT 06480

  This property is historic Gilbert Stancliff House, a true gem boasting a distinctive octagon-shaped design offers flexible living options with 3 bedrooms, 1 bathroom, accommodating various needs. Utility Fee Included in RENT. The total square footage 1,774, providing ample space for different layouts. Key amenities include a dishwasher and in-unit washer/dryer hidden behind the beautiful barn

  78 Marlborough St Unit Suite #2, Portland, CT 06480
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  $400,000 Sold Jul 11, 2025

  5 Brainerd Dr, Portland, CT 06480

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

  Last Sold Summary

  • $216/SF
  • 43 Days On Market

  Current Estimated Value $400,635

  Last Listing Agent Cheryl Zalewski eXp Realty

  5 Brainerd Dr, Portland, CT 06480
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  Est $384,051 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft

  5 Coe Ave, Portland, CT 06480

  5 Coe Ave, Portland, CT 06480
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  $110,000

  • Land
  • 1.79 Acres
  • $61,453 per Acre

  0 Jobs Pond Rd, Portland, CT 06480

  Discover your perfect private escape on this nearly 2-acre approved building lot. Bordering a tranquil brook, this nature lover's paradise is just steps to the scenic Airline Trail for hiking and biking. Conveniently located just minutes from Route 66, providing easy access to local amenities, schools, and commuting routes. House and site plans available. Agent is related to owner. Your peaceful

  Julia King William Raveis Real Estate

  0 Jobs Pond Rd, Portland, CT 06480
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  $2,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1528 Portland-Cobalt Rd Unit 1528, Portland, CT 06480

  This newly available updated single level home will be a place where you can enjoy plenty of space and entertaining. Whether you choose to soak in the tranquil feel of the rear 1 acre lot, watch your children play or have a fire you will enjoy this property. The home itself has a spacious feel, in unit laundry and plenty of storage. The property is set back for peace and quite but is also located

  1528 Portland-Cobalt Rd Unit 1528, Portland, CT 06480
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  $425,000 Sold Mar 03, 2025

  58 Bartlett St, Portland, CT 06480

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

  Last Sold Summary

  • 4% Above List Price
  • $242/SF
  • 21 Days On Market

  Current Estimated Value $433,616

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  58 Bartlett St, Portland, CT 06480
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  Est $365,013 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  38 High St, Portland, CT 06480

  38 High St, Portland, CT 06480
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  $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
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  $570,000 Sold May 19, 2025

  203 E Cotton Hill Rd, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,267 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $251/SF
  • 119 Days On Market

  Current Estimated Value $579,178

  Last Listing Agent Michelle Manter Berkshire Hathaway NE Prop.

  203 E Cotton Hill Rd, Portland, CT 06480
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  Est $484,341 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  118 Rose Hill Rd, Portland, CT 06480

  118 Rose Hill Rd, Portland, CT 06480
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  $339,900

  • 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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  $390,000 Sold Dec 16, 2025

  12 Burr St, Portland, CT 06480

  • 3 Beds
  • 3.5 Baths
  • 2,158 Sq Ft
  • Built 1967

  Last Sold Summary

  • 5% Below List Price
  • $181/SF
  • 94 Days On Market

  Last Listing Agent Alberim Klenja RE/MAX Precision Realty

  12 Burr St, Portland, CT 06480
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  Est $692,036 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  1086 Portland Cobalt Rd, Portland, CT 06480

  1086 Portland Cobalt Rd, Portland, CT 06480
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  $399,900 Open Sun 1AM - 3PM

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

  24 William St, Portland, CT 06480

  Fantastic Location! Whether you're just starting out or looking to downsize, this home is perfect for you! This charming 3-bedroom, 2-bath ranch is just minutes away from downtown. It features a recently remodeled kitchen with butcher block countertops, white cabinetry, and stainless steel appliances. The dining area includes a built-in corner cabinet and sliders that lead out to the deck. The

  Deborah Walden eXp Realty

  24 William St, Portland, CT 06480
• 

  $92,500 Sold Feb 07, 2025

  378 Cox Rd Unit 9, Portland, CT 06480

  • Land
  • 1.84 Acres
  • $50,272 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 187 Days On Market

  Last Listing Agent Steven Lepore West Wind Realty, LLC

  378 Cox Rd Unit 9, Portland, CT 06480
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  Est $314,877 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  16 Susan Cir, Portland, CT 06480

  16 Susan Cir, Portland, CT 06480
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  $438,500 Under Contract

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

  211 William St, Portland, CT 06480

  Welcome home to this stunning fully renovated 3-bed 2 full bath property, offering modern comfort and exceptional craftsmanship throughout. Nestled on over an acre, this home blends modern style with practical living spaces. Step inside to find an open concept kitchen with a cooking island, tiled floors and stylish fixtures. Kitchen features quartz counters, all-new SS appliances, and ample

  Laura Beth Collinson Carl Guild & Associates

  211 William St, Portland, CT 06480
• 

  $415,000 Sold Jun 16, 2025

  33 Waverly Ave, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Above List Price
  • $237/SF
  • 51 Days On Market

  Current Estimated Value $413,373

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  33 Waverly Ave, Portland, CT 06480
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  Est $394,688 Not Listed For Sale

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

  1 Woodland Rd, Portland, CT 06480

  1 Woodland Rd, Portland, CT 06480

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