Portland, CT Homes

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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
• Explore Portland

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  /19

  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 820 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 $457,400 Not Listed For Sale

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

  798 Glastonbury Turnpike, Portland, CT 06480

  798 Glastonbury Turnpike, Portland, CT 06480
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  $329,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft

  5 Buttonhook Dr, Portland, CT 06480

  One floor living at its best especially in this price range and condition. This 3 Bedroom 1,440 sq ft ranch set in a desirable, scenic neighborhood offering flexible living. The spacious living room features a fireplace and bay window, creating a bright and welcoming space. A large eat-in kitchen offers ample room for everyday dining and entertaining. Three comfortable bedrooms feature hardwood

  

  James Harrington

  Carl Guild & Associates

  (860) 497-9760

  5 Buttonhook Dr, Portland, CT 06480
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  $1,655 - $3,120 total monthly price

  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
• 

  $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 $174,280

  Last Listing Agent Maria Phillips William Raveis Real Estate

  1 Brush Pasture Ln Unit 109, Portland, CT 06480
• 

  Est $539,399 Not Listed For Sale

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

  350 Old Marlborough Turnpike, Portland, CT 06480

  350 Old Marlborough Turnpike, 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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  $2,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • House for Rent

  8 Wildwood Rd, Portland, CT 06480

  If privacy is what you're seeking, look no further. Curl up by the fireplace in this beautiful 3 bedroom 2.5 bath raised ranch home. Or grab a good book and lounge in the family room that leads directly to the private yard, with double decks. Beautiful kitchen with ample cabinets and counter space which makes it very comfortable to cook in. The open floor plan makes it ideal for hosting and

  Yvonne Wilson Toro Real Estate LLC

  8 Wildwood Rd, Portland, CT 06480
• 

  $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

  Current Estimated Value $438,903

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
• 

  Est $571,459 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,908 Sq Ft

  14 Jobs Pond Rd, Portland, CT 06480

  14 Jobs Pond Rd, 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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  /11

  $1,900 total monthly price

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

  6 Russell Ave Unit 1, Portland, CT 06480

  For viewing, please join the Open House on Sunday, Jan 18th Noon to 2 pm. 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

  6 Russell Ave Unit 1, Portland, CT 06480
• 

  $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 $537,405

  Last Listing Agent Paige Niver William Raveis Real Estate

  1224 Tryon St, Portland, CT 06073
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  Est $330,648 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,457 Sq Ft

  83 Airline Ave, Portland, CT 06480

  83 Airline Ave, Portland, CT 06480
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  $299,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,097 Sq Ft

  7 Sherwood Ct, Portland, CT 06480

  Welcome to this beautifully designed 2-bedroom, 2-bath home offering 1,097 square feet of comfortable, open-concept living in the desirable Grandview Farms 55+ community. The bright main level features a seamless flow between the living, dining, and kitchen areas with newer Pergo floors, along with convenient main-floor laundry. Relax in the sun-filled sunroom with lovely views, or step outside

  Angela Aresco Carl Guild & Associates

  7 Sherwood Ct, Portland, CT 06480
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  $2,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 2,513 Sq Ft
  • Townhouse for Rent

  77 Freestone Ave, Portland, CT 06480

  Fantastic rental available within walking distance to Main Street! This lovely 2 bedroom, 2 bathroom unit is spacious and truly will feel like home. Hardwood floors flow throughout the entire first floor, amongst countless charming features. The living room offers built in shelving and new LED light fixture, the dining room features crown molding and beautiful built-in hutch. From there you will

  Emily Saraka William Raveis Real Estate

  77 Freestone Ave, 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 $398,326

  Last Listing Agent Cheryl Zalewski eXp Realty

  5 Brainerd Dr, Portland, CT 06480
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  Est $371,225 Not Listed For Sale

  289 Middle Haddam Rd, Portland, CT 06480

  289 Middle Haddam Rd, Portland, CT 06480
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  $199,900

  • 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
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  /17

  $1,250 total monthly price

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  35 Dunham Rd Unit B, Portland, CT 06480

  This property has a short walk to a local private beach area that allows you to enter the lake with a kayak or just take a swim.

  35 Dunham Rd Unit B, Portland, CT 06480
• 

  $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 $429,954

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  58 Bartlett St, Portland, CT 06480
• 

  Est $642,187 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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  /7

  $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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  /4

  $1,895 total monthly price

  • 1 Bath
  • 586 Sq Ft
  • Apartment for Rent

  75 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

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St, 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 $573,678

  Last Listing Agent Michelle Manter Berkshire Hathaway NE Prop.

  203 E Cotton Hill Rd, Portland, CT 06480
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  Est $358,029 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  10 Fairview St, Portland, CT 06480

  10 Fairview St, Portland, CT 06480
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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
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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

  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 in a convenient area

  1528 Portland-Cobalt Rd Unit 1528, Portland, CT 06480
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  $400,000 Sold Dec 19, 2025

  4 Stoner Terrace, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • $239/SF
  • 53 Days On Market

  Last Listing Agent Carl Guild Carl Guild & Associates

  4 Stoner Terrace, Portland, CT 06480
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  Est $380,054 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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  /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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  /13

  $2,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,619 Sq Ft
  • House for Rent

  2079 Portland Cobalt Rd, Portland, CT 06480

  This ranch-style home offers a thoughtful blend of comfort, privacy, and everyday convenience, all set close to shopping, schools, and essential amenities. The main level features over 1,600 square feet of well laid out living space, including a light filled living room, a formal dining area, and two generously sized bedrooms. The finished lower level adds versatility with two additional rooms

  Michelle Mandel Carl Guild & Associates

  2079 Portland Cobalt Rd, Portland, CT 06480
• 

  $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
• 

  Est $696,416 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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  /35

  $399,900 Under Contract

  • 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
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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
• 

  $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
• 

  Est $411,778 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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