4,123

Portland, CT Homes

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    $85,000

    • Land
    • 1.77 Acres
    • $48,023 per Acre

    0 Thompson Hill Rd, Portland, CT 06480

    If you are looking for the perfect spot to build your new home than you need to come walk this property! An interior lot, 1.77 acres, approved and perc tested. The lot has drainage pipes installed so that the stream that appears intermittently will not affect your driveway access. Seller will also bring in the utilities and shape the driveway for the buyer! The lot has been staked, wooded lot

    Laura Maturo William Raveis Real Estate

    0 Thompson Hill Rd, Portland, CT 06480
  • 65 Breezy Corners Rd, Portland, CT 06480

    $591,000 Sold Aug 12, 2025

    • 3,018 Sq Ft
    • $196/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    65 Breezy Corners Rd, Portland, CT 06480

    Discover the charm of country living in historic Portland, CT! This beautifully maintained and thoughtfully upgraded three-bedroom, two-bath home offers a serene retreat in a picturesque rural setting. Nestled in nature yet just minutes from downtown Middletown, you'll enjoy convenient access to its lively Main Street, filled with vibrant dining, shopping, and entertainment. Step outside and

    Joseph Bajorski Commercial Services Realty

    65 Breezy Corners Rd, Portland, CT 06480
  • /12

    $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
  • 17 Strongs Ave, Portland, CT 06480

    $380,000 Sold Jul 26, 2025

    • 1,516 Sq Ft
    • $251/SF
    • 3 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1864

    17 Strongs Ave, Portland, CT 06480

    Check out this charming 4 bedroom colonial built in 1864! Sitting on a level .22 acre deep lot with a new chain link run great for pets, a garden or chickens. Entirely updated with an open layout kitchen/ dining room, and attached living room on the first floor. Laundry is conveniently located in the main level half bath. The eat-in kitchen is fully updated with new subway tile back splash,

    Moira Dill mygoodagent

    17 Strongs Ave, Portland, CT 06480
  • /6

    $250,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,062 Sq Ft

    23 Tuccitto Rd, Portland, CT 06480

    Welcome to this 3 bedroom, 1 bath ranch home nestled in a quiet negihborhhod. Ideally located near shopping, restaurants, and everyday conveniences. A spacious fenced in backyard provides room for outdoor living, gardening, and a safe spot for pets. This property is priced to sell and is a fantastic opportunity for buyers ready to roll up their sleeves. With some updates and TLC, this home can

    Angela Ferguson Coldwell Banker Realty

    23 Tuccitto Rd, Portland, CT 06480
  • 35 Summer St, Portland, CT 06480

    $565,000 Sold Jul 25, 2025

    • 4,535 Sq Ft
    • $125/SF
    • 39 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1924

    35 Summer St, Portland, CT 06480

    Truly a rare find! This one-of-a-kind Portland property features two distinct residences on 1.23 level, fenced-in acres in a quiet neighborhood just minutes from downtown. The main home, originally built in 1924 as the town doctor's residence, has been thoughtfully transformed by the current owners over the past 16 years. Offering 3,620 sq ft of living space, it includes 4 bedrooms, 3.1

    Olivia Crable Berkshire Hathaway NE Prop.

    35 Summer St, Portland, CT 06480
  • /11

    $65,000 Pending

    • Land
    • 1.36 Acres
    • $47,794 per Acre

    0 Jobs Pond Rd, Portland, CT 06480

    1.36 Acre lot in quiet rural location within easy reach of Middletown, Glastonbury and major commuter routes. A perfect place to build your dream home.

    Rick Berkenstock Century 21 AllPoints Realty

    0 Jobs Pond Rd, Portland, CT 06480
  • 390 Cox Rd Unit 10, Portland, CT 06480

    $124,900 Sold Jul 23, 2025

    • Land
    • 3.08 Acres
    • $40,552 per Acre
    • 358 Days On Market

    390 Cox Rd Unit 10, 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

    390 Cox Rd Unit 10, Portland, CT 06480
  • /40

    $369,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    397 Gospel Ln, Portland, CT 06480

    Welcome to this beautifully updated bungalow located in the desirable Gildersleeve area of Portland. This charming home features a spacious and inviting layout with three bedrooms and two full baths, including a primary bedroom conveniently located on the main level. The kitchen has been tastefully renovated with granite countertops, newer appliances, and quality cabinetry, with stylish, modern

    Vincent Verrillo Berkshire Hathaway NE Prop.

    397 Gospel Ln, Portland, CT 06480
  • 6 Victoria Rd, Portland, CT 06480

    $425,000 Sold Jul 22, 2025

    • 1,759 Sq Ft
    • $242/SF
    • 4 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1947

    6 Victoria Rd, Portland, CT 06480

    Welcome to this expanded 2-bed (2 additional unfinished rooms on 2nd level), 2.5-bath Cape Cod set on a private, level lot and located near schools. Enjoy an open floorplan with custom woodwork, hardwood floors, a pellet stove, and split system heating/cooling. The main level features a spacious, sun-filled family room that offers the perfect gathering space with plenty of room for everyone to

    Elizabeth Harrison Hagel & Assoc. Real Estate

    6 Victoria Rd, Portland, CT 06480
  • /37

    $384,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    6 Russell Ave, Portland, CT 06480

    Discover this well-maintained two-family home ideally located in the center of Portland, just steps from local shops, dining, and conveniences. Perfect for investors, this property offers an unbeatable location with easy access to Middletown and Glastonbury. Each unit features 2 bedrooms and 1 full bath, with bright, functional layouts that make for comfortable living. Both units are currently

    Carl Guild Carl Guild & Associates

    6 Russell Ave, Portland, CT 06480
  • 44 William St, Portland, CT 06480

    $452,000 Sold Jul 16, 2025

    • 1,733 Sq Ft
    • $261/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1939

    44 William St, Portland, CT 06480

    HIGHEST & BEST BY MONDAY 6/16 @ 5:00 Welcome to my lovingly maintained and thoughtfully updated Cape-style home! Over the years, we've made numerous upgrades to enhance both comfort and functionality. The home is equipped with a 40-year roof (currently 18 years old), a 330-gallon oil tank, and hardwired smoke detectors for added peace of mind. The siding, windows, and doors have all been

    Angela Aresco Carl Guild & Associates

    44 William St, Portland, CT 06480
  • /37

    $229,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,124 Sq Ft

    45 Prospect St, Portland, CT 06480

    ***H&B deadline for Tuesday 9/16 @ 5:00p.m*** Charming Historic Gem with Endless Potential - Nearly 200 Years Old! Step back in time with this captivating historic home, full of character and waiting for its next chapter. Nearly two centuries old, this property offers timeless charm alongside unique features like beautiful stained glass windows and a welcoming covered porch. Nestled in a quiet

    Colin Mulryan Carl Guild & Associates

    45 Prospect St, Portland, CT 06480
  • 1 Brush Pasture Ln Unit 313, Portland, CT 06480

    $169,500 Sold Jul 16, 2025

    • 848 Sq Ft
    • $200/SF
    • 5 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2004

    1 Brush Pasture Ln Unit 313, Portland, CT 06480

    Move-in ready 1-bedroom, 1-bath, condo unit in desirable 55+ Portland community. This meticulously maintained third-floor unit, accessed by convenient elevator, boasts a spacious open concept living area that flows into a fully equipped kitchen with peninsula seating, perfect for everyday meals or entertaining. The interior of the unit has been freshly painted and features brand-new bedroom

    Kara Pedersen Carl Guild & Associates

    1 Brush Pasture Ln Unit 313, Portland, CT 06480
  • /2

    $135,000 Under Contract

    • 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
  • 5 Pear Orchard Rd Unit 5, Portland, CT 06480

    $600,000 Sold Jul 14, 2025

    • 2,648 Sq Ft
    • $227/SF
    • 60 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2004

    5 Pear Orchard Rd Unit 5, Portland, CT 06480

    This is your chance to come live in the wonderful 55+ community of Bartlett Hill! This move-in ready "Kent" style home is 2648 total sf - it was the model home for the builder! This home is gorgeous! It has an open floor plan, a first floor primary bedroom suite with large bath with separate vanities and a walk-in closet plus two more. The kitchen connects with the dining area and the freshly

    Georgia Newcomb Houlihan Lawrence WD

    5 Pear Orchard Rd Unit 5, Portland, CT 06480
  • 5 Brainerd Dr, Portland, CT 06480

    $400,000 Sold Jul 11, 2025

    • 1,853 Sq Ft
    • $216/SF
    • 43 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1954

    5 Brainerd Dr, Portland, CT 06480

    Welcome to this charming 3-bedroom, 1 1/2 bath Colonial nestled on a quiet cul-de-sac in a convenient in-town location. This beautifully maintained home features gleaming hardwood floors throughout and has been freshly painted for a move-in ready experience. The spacious living room offers a cozy fireplace, and there's a formal dining room perfect for gatherings. The remodeled kitchen features

    Cheryl Zalewski eXp Realty

    5 Brainerd Dr, Portland, CT 06480
  • 67 Stephen Tom Rd, Portland, CT 06480

    $685,000 Sold Jul 09, 2025

    • 2,841 Sq Ft
    • $241/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    67 Stephen Tom Rd, Portland, CT 06480

    Beautifully crafted and meticulously maintained, this custom one-owner home-built in 2000-is set back from a quiet street, offering exceptional privacy and peaceful living. Enjoy stunning sunsets and wildlife views from the wraparound porch or entertain on the expansive Trex deck with a pergola, overlooking two man-made waterfalls and ponds designed to house fish and frogs and create a relaxing

    Angela Aresco Carl Guild & Associates

    67 Stephen Tom Rd, Portland, CT 06480
  • 74 High St, Portland, CT 06480

    $700,000 Sold Jul 09, 2025

    • 3,750 Sq Ft
    • $187/SF
    • 33 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2002

    74 High St, Portland, CT 06480

    Tucked away in nature yet minutes from downtown Portland, this stunning McGinley custom home offers over 3,750 sq ft of luxury living - with public utilities! Step into the grand foyer and fall in love with the open layout, soaring ceilings, sun-filled windows, and an oversized fireplace that anchors the space beautifully. The chef's kitchen boasts granite counters, an 8-foot island, double

    Amy Rio Executive Real Estate Inc.

    74 High St, Portland, CT 06480
  • 2 Cinnamon Ln, Portland, CT 06480

    $325,000 Sold Jul 08, 2025

    • 1,362 Sq Ft
    • $239/SF
    • 1 Day On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2001

    2 Cinnamon Ln, Portland, CT 06480

    Take a look at this beautiful, free standing condo, with 2 bedrooms and 2.5 baths, in the Grandview Farms active adult community (55+)! There are hardwood floors in the Primary Bedroom and the Dining Rm, new plank flooring in the Living Room. The Living Rm is oversized and could include an office space or sun room. The Primary Bedroom has its own full bath and double closets! The Kitchen has lots

    Rick Berkenstock Century 21 AllPoints Realty

    2 Cinnamon Ln, Portland, CT 06480
  • 17 Adorno Dr, Portland, CT 06480

    $302,000 Sold Jun 27, 2025

    • 2,060 Sq Ft
    • $147/SF
    • 47 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1970

    17 Adorno Dr, Portland, CT 06480

    This classic 3-bedroom, 1.5-bath Colonial offers timeless appeal and solid potential. Nestled at the end of a peaceful cul-de-sac, this single-family home features a traditional layout with a formal dining room, spacious living room, and a cozy family room complete with a fireplace-perfect for relaxing evenings. The partially finished walkout basement provides additional living or storage space.

    Ellen Paklos William Raveis Real Estate

    17 Adorno Dr, Portland, CT 06480
  • 98 High St, Portland, CT 06481

    $632,000 Sold Jun 25, 2025

    • 2,430 Sq Ft
    • $260/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2023

    98 High St, Portland, CT 06481

    Highest & Best due by Sunday, 5/18 5:00p.m. Welcome to this stunning 2023-built Farmhouse-style Colonial, offering the perfect blend of charm, comfort, and modern convenience-completely move-in ready! Start your mornings on the expansive front porch sipping your favorite beverage. Inside, the open-concept layout is ideal for both everyday living and entertaining. The bright living room features a

    Cheryl Zalewski eXp Realty

    98 High St, Portland, CT 06481
  • 1 Brush Pasture Ln Unit 214, Portland, CT 06480

    $162,500 Sold Jun 25, 2025

    • 840 Sq Ft
    • $193/SF
    • 23 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2004

    1 Brush Pasture Ln Unit 214, Portland, CT 06480

    Welcome to The Atrium of Portland, a sought-after 55+ community offering comfort, convenience, and a vibrant lifestyle. This well-maintained 1-bedroom, 1-bathroom ranch-style condominium is located on the second floor and easily accessible via elevator. Step into an open-concept living/dining room and kitchen area, ideal for relaxed everyday living. The kitchen comes fully applianced and features

    Angela Aresco Carl Guild & Associates

    1 Brush Pasture Ln Unit 214, Portland, CT 06480
  • 143 Bartlett St, Portland, CT 06480

    $425,000 Sold Jun 24, 2025

    • 2,025 Sq Ft
    • $210/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    143 Bartlett St, Portland, CT 06480

    Lovingly cared for the by same family since it was built in 1963, this solid well-built Cape is ready for a new owner! Prime location in town, minutes away from the Portland Golf Course. This Cape has a flexible floor plan with 3-4 bedrooms and 2 full baths plus hardwood floors throughout. Many updates - roof in 2024, 3 yr old driveway, new leaf guard gutters, new oil tank, Generac whole house

    Nancy Stetson Coldwell Banker Realty

    143 Bartlett St, Portland, CT 06480

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