4,123

Portland, CT Homes

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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
  • 121 Rose Hill Rd, 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
  • /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
  • 76 High St, 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
  • /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
  • 111 Collins Hill Rd, 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
  • /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
  • 5 Quarry Ln, 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
  • /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
  • 328 Old Marlborough Turnpike, 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
  • /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
  • 31 Crimson Heights, 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
  • /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
  • 170 Summer St Unit 170, 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
  • /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
  • 126 Penfield Hill Rd, 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
  • /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
  • 72 Cox Rd, 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
  • /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
  • 4 Allen St, 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
  • /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
  • 1 Brush Pasture Ln Unit 109, 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
  • /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
  • 64 High St, 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
  • /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
  • 26 Rockwood Dr, 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 LuciƩr Our Home Realty Advisors

    26 Rockwood Dr, Portland, CT 06480

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