Portland, CT Homes

• 

  Est $611,251 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,876 Sq Ft

  17 Rustic Terrace, Portland, CT 06480

  17 Rustic Terrace, Portland, CT 06480
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• 

  

  

  /38

  $439,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  814 Glastonbury Turnpike, Portland, CT 06480

  A TOTAL STUNNER! This classic Colonial has been beautifully updated and meticulously maintained. From the welcoming foyer to the elegant finishes throughout, this home effortlessly blends timeless charm with modern comfort. The renovated kitchen boasts a marble backsplash, new tile flooring and baseboards, stainless steel appliances, and a sunny bay window in the breakfast nook. Gleaming hardwood

  Alana Wall-Galvin Suburban Homes & Condos

  814 Glastonbury Turnpike, Portland, CT 06480
• 

  $410,000 Sold Sep 26, 2025

  • 1,925 Sq Ft
  • $213/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1855

  121 Rose Hill Rd, Portland, CT 06480

  Welcome to the George Cox House, built circa 1855 and steeped in rich local history. Once part of a bustling 18th- and 19th-century mill site that provided flour to the Continental Army, this is one of Portland's most picturesque and storied locations. The 3-bedroom, 2-bath home offers original wide plank floors, exposed beams, and stone walls. It needs some work, but the charm and bones are

  Carl Guild Carl Guild & Associates

  121 Rose Hill Rd, Portland, CT 06480
• 

  Est $295,785 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  29 Waverly Ave, Portland, CT 06480

  29 Waverly Ave, Portland, CT 06480
• 

  

  

  /35

  $550,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,985 Sq Ft

  51 Appletree Ln, Portland, CT 06480

  Welcome to this stunning contemporary home that blends modern design with natural beauty. Offering 2 spacious bedrooms, 2 full bathrooms, and an open-concept kitchen and dining area, this home is designed for comfort and style. The airy layout flows seamlessly into the sunroom, where you can relax and enjoy views of the peaceful backyard. Upstairs, a loft space overlooks the lower level, perfect

  Carl Guild Carl Guild & Associates

  51 Appletree Ln, Portland, CT 06480
• 

  $646,500 Sold Sep 26, 2025

  • 3,486 Sq Ft
  • $185/SF
  • 63 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1989

  76 High St, Portland, CT 06480

  CHARMING and spacious colonial at The Highlands loaded with CHARACTER!! This beautifully maintained home offers the perfect blend of classic charm and modern updates. The stunning remodeled kitchen features Brazilian granite counters, stainless steel appliances, a large center island, and a sunny dining area-ideal for casual meals and entertaining. The inviting living room boasts a wood burning

  Jody Smaglis Coldwell Banker Realty

  76 High St, Portland, CT 06480
• 

  Est $173,100 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  1 Brush Pasture Ln Unit 226, Portland, CT 06480

  1 Brush Pasture Ln Unit 226, Portland, CT 06480
• 

  

  /14

  $449,900

  • 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
• 

  $335,000 Sold Sep 15, 2025

  • 1,744 Sq Ft
  • $192/SF
  • 87 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2002

  111 Collins Hill Rd, Portland, CT 06480

  Well-maintained 2-bed, 2.5-bath Colonial offering comfort, space, and flexibility. The primary bedroom features a full bath and private deck overlooking the golf course. The second bedroom is bright and spacious with a full bath nearby. Main level includes an extra room-perfect for a home office, playroom, or guest space-alongside a formal dining room, cozy living room with fireplace, and a

  Stephanie Cuascut Coldwell Banker Realty

  111 Collins Hill Rd, Portland, CT 06480
• 

  Est $379,118 Not Listed For Sale

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

  596 Main St, Portland, CT 06480

  596 Main St, Portland, CT 06480
• 

  

  /40

  $200,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  3 Indian Hill Ave, Portland, CT 06480

  *A moment in time*. This is a very rare opportunity to own a piece of Portland History. The Job Bates Home was crafted in or around the year of 1747 and is available for the first time in 53 years. Located near the CT River this home is unique in so many ways. With original features such as wide plank flooring, not one but 2 beautiful original brownstone and fieldstone fireplaces, built in nooks

  Stacy King Eagle Eye Realty PLLC

  3 Indian Hill Ave, Portland, CT 06480
• 

  $380,000 Sold Sep 05, 2025

  • 2,691 Sq Ft
  • $141/SF
  • 6 Days On Market

  • 7 Beds
  • 2 Baths
  • Built 1800

  5 Quarry Ln, Portland, CT 06480

  Seller is requesting for all highest and best offers to be submitted in by 5 PM Monday. Charming Renovated Two-Family Home - Great Investment Opportunity! Welcome to 5 Quarry Lane, Portland! This updated two-family residence is a perfect blend of income potential and move-in-ready comfort. One unit is currently rented, providing immediate rental income, while the other is unoccupied - offering

  Brenda Hanley Berkshire Hathaway NE Prop.

  5 Quarry Ln, Portland, CT 06480
• 

  Not Listed For Sale

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

  88 Marlborough St, Portland, CT 06480

  88 Marlborough St, Portland, CT 06480
• 

  

  /19

  $60,000

  • Land
  • 0.54 Acre
  • $111,111 per Acre

  0 Gadpouch Rd, Portland, CT 06480

  Approved Building Lot Near Lake Pocotopaug - East Hampton, CT Build your dream home on a fully approved 0.54-acre lot on quiet Gadpouch Road. With completed soil testing, engineered septic plans, and full town approvals, this property is shovel-ready, saving time and permitting costs. Approved for a two-story, 4-bedroom home up to 3,200 sq. ft., the proposed 60' x 27' footprint accommodates an

  Joel Espada Coldwell Banker Realty

  0 Gadpouch Rd, Portland, CT 06480
• 

  $600,000 Sold Sep 05, 2025

  • 2,992 Sq Ft
  • $201/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  328 Old Marlborough Turnpike, Portland, CT 06480

  Spacious 4 bedroom Colonial on a private lot. Nicely laid out for entertaining in and out. Generous living areas. Home office. Family room with fireplace, vaulted ceiling, and custom inlay in the wood flooring. 4 Bedrooms upstairs including a primary suite with a custom bath, walk-in closet and balcony. Partially finished basement with room for a rec. room, home gym, hobby room etc. The private

  Craig Milton Re/Max Valley Shore

  328 Old Marlborough Turnpike, Portland, CT 06480
• 

  Est $360,960 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,457 Sq Ft

  215 Summer St, Portland, CT 06480

  215 Summer St, 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
• 

  $735,000 Sold Aug 29, 2025

  • 2,764 Sq Ft
  • $266/SF
  • 39 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  31 Crimson Heights, Portland, CT 06480

  Beautiful Colonial in Prime Location! Ideally situated just minutes from the town center and vibrant downtown Middletown, this spacious 4-bedroom, 5-bathroom colonial offers the perfect blend of comfort and convenience. Featuring gleaming hardwood floors throughout, a modern kitchen with stainless steel appliances, and a finished basement complete with a wet bar-perfect for entertaining. The main

  Jacek Mikolajczyk Berkshire Hathaway NE Prop.

  31 Crimson Heights, Portland, CT 06480
• 

  Est $169,734 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  1 Brush Pasture Ln Unit 207, Portland, CT 06480

  1 Brush Pasture Ln Unit 207, Portland, CT 06480
• 

  

  /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
• 

  $261,000 Sold Aug 28, 2025

  • 1,314 Sq Ft
  • $199/SF
  • 63 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  170 Summer St Unit 170, Portland, CT 06480

  Charming Two-Bedroom Condo with Modern Upgrades and Scenic Deck Welcome to this beautifully maintained two-bedroom, 2.5-bathroom condo (duplex) offering comfort, convenience, and style. Enjoy relaxing or entertaining on the private deck that overlooks a peaceful yard - perfect for morning coffee or evening gatherings. Inside, you'll find a bright and open layout with new windows (replaced 2024)

  Ellen Paklos William Raveis Real Estate

  170 Summer St Unit 170, Portland, CT 06480
• 

  Est $322,309 Not Listed For Sale

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

  142 Marlborough St, Portland, CT 06480

  142 Marlborough St, Portland, CT 06480
• 

  

  /12

  $99,999

  • Land
  • 1 Acre
  • $99,999 per Acre

  414 Cox Rd Unit 6, 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

  414 Cox Rd Unit 6, Portland, CT 06480
• 

  $565,000 Sold Aug 26, 2025

  • 2,538 Sq Ft
  • $223/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1780

  126 Penfield Hill Rd, Portland, CT 06480

  For sale for the first time in decades, this remarkable center chimney Colonial, The Daniel Burton House, is graciously set on 4 pastoral acres. This property is on of the most beautiful roads in Portland and it is truly a magical setting - you can feel it as soon as you pull in the driveway. With 2538 sf of living space, the layout successfully blends history and modern living, the best of both

  Georgia Newcomb Houlihan Lawrence WD

  126 Penfield Hill Rd, Portland, CT 06480
• 

  Est $525,827 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,785 Sq Ft

  6 Summercrisp Dr, Portland, CT 06480

  6 Summercrisp Dr, Portland, CT 06480
• 

  

  /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
• 

  $600,000 Sold Aug 26, 2025

  • 2,564 Sq Ft
  • $234/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  72 Cox Rd, Portland, CT 06480

  Absolutely beautiful cape gracefully set amongst meticulously kept grounds. Charm and elegance are around every corner of this updated and lovingly cared for home. Numerous updates include an updated kitchen and baths (2023), newer roof (2020) and septic (2019). The family room with beautiful wood plank cathedral ceiling leads to a deck overlooking the yard with pool and stone shed with screened

  Siobhan McLaughlin William Raveis Real Estate

  72 Cox Rd, Portland, CT 06480
• 

  Est $292,069 Not Listed For Sale

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

  24 Airline Ave, Portland, CT 06480

  24 Airline Ave, Portland, CT 06480
• 

  

  /12

  $99,900

  • Land
  • 1.05 Acres
  • $95,143 per Acre

  408 Cox Rd Unit 7, 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

  408 Cox Rd Unit 7, Portland, CT 06480
• 

  $355,000 Sold Aug 22, 2025

  • 1,080 Sq Ft
  • $329/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  4 Allen St, Portland, CT 06480

  Cozy and casual 3 Bedroom Ranch with great space inside & out. If you are looking for easy, comfortable living all on one level, this charming 3-bedroom, 1-bath ranch has you covered. Tucked into a quiet, friendly neighborhood, this home is move-in ready and full of natural light. Newer windows replaced throughout the home. Step inside to find a bright and airy living room with large windows,

  Anna Tiezzi Executive Real Estate Inc.

  4 Allen St, Portland, CT 06480
• 

  Est $368,568 Not Listed For Sale

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

  959 Glastonbury Turnpike, Portland, CT 06480

  959 Glastonbury Turnpike, Portland, CT 06480
• 

  

  /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
• 

  $174,000 Sold Aug 21, 2025

  • 832 Sq Ft
  • $209/SF
  • 50 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2004

  1 Brush Pasture Ln Unit 109, Portland, CT 06480

  Welcome to The Atrium of Portland, Move-in ready 1-bedroom, 1-bath condo unit located in a desirable 55+ community in Portland. This meticulously maintained first-floor unit features a spacious open-concept living area that flows into a fully equipped kitchen-ideal for everyday meals or entertaining. The interior showcases brand-new flooring, creating a clean, bright, and inviting atmosphere. The

  Maria Phillips William Raveis Real Estate

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

  Est $315,832 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  148 Old Marlborough Turnpike, Portland, CT 06480

  148 Old Marlborough Turnpike, Portland, CT 06480
• 

  

  /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
• 

  $435,000 Sold Aug 19, 2025

  • 1,579 Sq Ft
  • $275/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  64 High St, Portland, CT 06480

  Welcome to 64 High Street! Discover the charm of this desirable ranch home with a great layout. 3 bedrooms, 2 full baths with an open floor plan! Bright living room with gas fireplace & hardwood floors. Dining room has sliding glass doors that open onto the deck & private backyard! Remodeled kitchen with gas cook top & granite counters. Primary bedroom with large walk-in closet & washer/dryer

  Theresa Bitondo Berkshire Hathaway NE Prop.

  64 High St, Portland, CT 06480
• 

  Est $1,574,575 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,909 Sq Ft

  35 Payne Blvd, Portland, CT 06480

  35 Payne Blvd, Portland, CT 06480
• 

  

  /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
• 

  $610,500 Sold Aug 14, 2025

  • 2,336 Sq Ft
  • $261/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  26 Rockwood Dr, Portland, CT 06480

  Welcome to Paley Farms, a sought-after neighborhood known for its peaceful setting and community charm. This beautifully maintained home offers bright, airy living spaces and is truly move-in ready, thanks to a long list of recent upgrades. In the past five years, the current owners have taken care of major updates including a new roof, furnace, central air system, water heater, kitchen

  Carly Luciér Our Home Realty Advisors

  26 Rockwood Dr, Portland, CT 06480
• 

  Est $383,654 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  26 Buttonhook Dr, Portland, CT 06480

  26 Buttonhook Dr, Portland, CT 06480

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