Portland Real Estate

Portland Real Estate

Located in Chautauqua County, New York, Portland is a charming city that offers a peaceful and scenic environment for residents and visitors alike. Nestled in the western part of the state, Portland is known for its natural beauty, friendly community, and rich history.

Nature enthusiasts will find plenty to explore in Portland. The city is surrounded by picturesque landscapes, including rolling hills, lush forests, and stunning lakes. Lake Erie, one of the Great Lakes, is just a short drive away, offering opportunities for boating, fishing, and swimming. The nearby Chautauqua Lake is another popular destination, known for its recreational activities and waterfront dining options.

Portland also boasts a vibrant arts and culture scene. The city is home to several art galleries, theaters, and performance venues, where residents can enjoy local talent and nationally recognized artists. The Chautauqua Institution, located nearby, hosts a renowned summer arts festival that attracts visitors from all over the country.

For those seeking a close-knit community with a small-town feel, Portland is an ideal place to call home. The city is known for its friendly residents who take pride in their community. Residents can enjoy a variety of local events and festivals throughout the year, fostering a strong sense of community spirit.

With its natural beauty, cultural offerings, and tight-knit community, Portland, New York, is a hidden gem in Chautauqua County. Whether you're looking to settle down or just visiting, this charming city has something to offer everyone.

Newest Listings in Portland

Campbell Road, Portland
$180,000
R1722632 MLS
Bring your farming vision to life on this versatile 42 acre parcel nestled in the heart of Portland, NY which offers a blend of open, highly tillable acreage and fertile soils well-suited for rotational crops, lush pastures, or even the potential to add a local vineyard or orchard. A large functional 100x40 barn is in good shape and provides ample space for a dairy set-up, livestock shelter, machinery storage, and seasonal hay placement. Choose your location on the property to build your dream home, Barndominium, or seasonal home here and enjoy beautiful views of the local countryside. The property is placed perfectly in a peaceful rural setting with easy access to major regional routes such as Route 20 an Route 5. This property is just minutes away from Lake Erie, sits between Westfield and Fredonia, is within close proximity to local trail systems for recreation and snowmobiling, and would be a great place for your next adventure. *This listing is for two parcels which are being combined with some of it being split into another parcel.* Taxes will be reflected upon the successful combination/separation of the parcels.

Campbell Road, Portland
7031 E Route 20, Portland
$159,000
R1721815 MLS
Bring your vision to life in this large, nearly 10,000 sq foot commercial building positioned perfectly on a highly visible 1 acre corner lot. Located on the heavily traveled corridor of Route 20 between Westfield and Fredonia, this property offers the possibility of high traffic counts and brand exposure. Close to Lake Erie, the snowmobile trails, and I-90 in either direction. The building features an expansive mostly open floor plan accompanied by a partial basement, providing excellent bonus square footage for your business or rent it out as storage space and your tenants can use the outside entrance. Onsite parking for 15 cars with the ability for more in the rear keeps your traffic flow moving and your customers safe. Having previously thrived as a bowling alley, a restaurant and retail, as well as storage, this versatile structure carries a rich history of successful operations. You have the opportunity to build a modern retail center, open a high-volume restaurant, establish a climate-controlled storage facility, or create a unique entertainment venue, the structural footprint and premium location make the possibilities truly endless. You won't want to miss out on one of the most flexible commercial layouts in Chautauqua County. *The space is currently rented from a business and is not empty. The interior photos are of the building before the tenants moved in.*

7031 E Route 20, Portland
72 Highland Avenue, Portland
$79,000
5 Beds ⋅ 3 Baths ⋅ R1722619 MLS
Land: 1.2 +/- Acres House: Approx. 3,868 Sq. Ft. Colonial/Victorian Style – Built in 1940 1st Floor: 2,022 +/- Sq. Ft. Unfinished Kitchen Unfinished Bathroom Laundry Room Bar/Dining Room Living Room – Electric Fireplace 3 Bedrooms 2nd Floor: 1,846 +/- Sq. Ft. Full Bathroom w/ Shower Bedroom Living Room Dining Room Possible Kitchen 3rd Floor: 923 +/- Sq. Ft Full Attic Full Basement – Concrete Floor (rough shape) Poured Foundation, Cement Block for Porches Wood & Vinyl Siding Shingle Roof Single Pane Windows 200 Amp Service Force Air Furnace, Natural Gas 2 Electric Hot Water Tanks Sewer/Water: Public Utilities: Gas & Electric Circular Blacktop Driveway Notes from Seller: A new roof was installed in 2021 and the furnace is approximately 6 years old. There is currently a tenant in one of the apartments on a month-to-month basis, paying $475.00 including utilities per month. There is no written lease or security deposit.

72 Highland Avenue, Portland
5560 W Lake Road, Portland
$295,000
4 Beds ⋅ 2 Baths ⋅ R1713894 MLS
Welcome to this spacious 2,471 sq. ft. split-level home offering 4 bedrooms and 2 bathrooms, ideally situated close to Lake Erie with deeded lake access.The second story was added in 2002, expanding the living space while retaining a practical layout. The first floor features an open floor plan centered around a beautiful fireplace, creating a comfortable gathering area. You’ll also find a first-floor bedroom and laundry for everyday convenience. Appliances are included. Exterior updates include newer vinyl siding and windows. A large two-car garage and plenty of yard space round out the property, giving room for outdoor activities and additional storage and workshop space. This home is centrally located and along the shore of Lake Erie n Chautauqua County, offering convenient access to nearby communities and amenities: Dunkirk — Enjoy public beaches at Point Gratiot and Wright Park, the historic Dunkirk Lighthouse, City Pier with boardwalk marketplace shops and dining, marinas, parks, fishing, and summer events like Music on the Pier. Westfield — Explore a walkable downtown with shops and dining, the Farmers and Artisans Market, Barcelona Harbor and Lighthouse on Lake Erie, and the surrounding Lake Erie Wine Country with local wineries and the Grape Discovery Center. Mayville — Access Chautauqua Lake for boating and recreation at Lakeside Park, ride the historic Chautauqua Belle steamboat, and enjoy proximity to outdoor trails and seasonal events. Chautauqua Institution — Experience lectures, concerts, performing arts, educational programs, and recreational opportunities on Chautauqua Lake during the summer season, with year-round access to the grounds and surrounding area. The home itself offers a very functional and desireable floor plan with many practical updates and solid space for entertaining. This home is a solid opportunity for those seeking extra room to spread out near Lake Erie and the region’s recreational and cultural offerings. Schedule a showing wirh an agent to see it for yourself. DELAYED SHOWINGS UNTIL 11/7/26 AND DELAYED NEGOTIATIONS UNTIL 11/14/26. OPEN HOUSE 11/7/26

5560 W Lake Road, Portland
4 Fay Street, Portland
$135,000
3 Beds ⋅ 1 Baths ⋅ R1712213 MLS
Welcome to this uniquely versatile two-story, 3-bedroom home designed for easy living and maximum productivity. Featuring main-level living options, incredible flex spaces, and impressive exterior amenities, this property offers a rare combination of comfort, storage, and practical potential. Step inside to a thoughtful interior layout centered around convenience. The main level hosts a comfortable primary bedroom located directly adjacent to the home's recently updated, modern bathroom. Cooking and hosting are a breeze thanks to the oversized pantry nook off the kitchen—complete with a second utility sink and space for a streamlined home office setup. A separate, dedicated laundry room keeps household chores organized and out of sight. Up the stairs, two secondary bedrooms offer quiet retreats for family or visitors. The exterior amenities truly set this property apart. Enjoy morning coffee or evening gatherings on the back deck surrounded by lovely, mature garden spaces. Attached to the carport is a separate, light-filled sunroom that offers an ideal sanctuary for hobbies or relaxation. Need extra space for projects, storage, or a home business? Two substantial outbuildings deliver endless options: a dedicated storage shed with room for a workshop, alongside a large secondary building equipped with electric and water service—perfect for a shop, artist studio, or private home workspace. Schedule your private tour today and see all that could be yours. (County records list the home as one bedroom but there are in fact three.)

4 Fay Street, Portland
7883 Thayer Road, Portland
$199,900
3 Beds ⋅ 2 Baths ⋅ R1710945 MLS
Set on 30.5 mostly wooded acres high above Lake Erie, this unique property offers breathtaking lake views, beautiful sunsets, abundant wildlife, and plenty of room to explore. A long private drive winds through the woods to a clearing at the top of the hill, where a single-story home overlooks Lake Erie. Located directly across from Luensman Overview Park, the setting is hard to beat. Built in 2008, the home features 3 bedrooms, 2 full baths, and an attached 1.5-car garage. The home needs remodeling and is being sold as-is, giving the next owner the opportunity to update it to suit their needs. The property is serviced by a spring-fed well and private septic and also benefits from up to 200,000 cubic feet of free natural gas annually for use at the home. Whether you're looking for hunting or recreational acreage, a weekend getaway, or a property to make your own, there is plenty of potential here. Enjoy the privacy of 30.5 wooded acres while still being within easy reach of Erie, Buffalo, and all that the Lake Erie region has to offer.

7883 Thayer Road, Portland
6698 Route 5, Portland
$250,000
2 Beds ⋅ 1 Baths ⋅ B1709089 MLS
An excellent and affordable opportunity to own a private Lake Erie waterfront getaway! A tunnel of trees welcomes you to this peaceful property, where relaxation and natural beauty await. Designed to take full advantage of the lake views, the elevated cottage features a rear second-floor deck—an ideal place to enjoy colorful sunsets and refreshing lake breezes. Inside, the warm cottage atmosphere continues with a cozy living room, dining area, functional kitchen, two comfortable bedrooms and a full bathroom. Beneath the home is a two-car garage offering versatile space for parking and seasonal storage or use as a covered outdoor living and entertaining area during the summer. With some improvements, the existing rear stairs could provide convenient access to the beach below. Located along the scenic Lake Erie shoreline near Barcelona Harbor, local wineries and Chautauqua County attractions, this retreat is approximately 20–30 minutes from Chautauqua Lake, 45 minutes from Erie, PA, and about an hour from Buffalo. Your lakeside escape awaits!

6698 Route 5, Portland
Highland Avenue, Portland
$39,900
R1704796 MLS
This 6.2+/- acre corner parcel on the edge of Brocton offers a rare blend of woods, water, and convenient access to village life without the noise of downtown. With more than 1,000 feet of frontage on Webster Road and roughly 450 feet on Highland Avenue, the property presents sweeping opportunities for a private homesite just steps from the Chautauqua Brocton Area Recreational Trail. The lot is fully wooded with rolling terrain and a small creek winding through the landscape, creating a peaceful backdrop for nature lovers and outdoor enthusiasts. Near the Webster Road frontage, a lightly cleared area provides an ideal location to begin your residence or getaway, while open woods extend deeper into the acreage for hunting, hiking, or exploring. There are no wetlands on the property, making site planning and building more straightforward. Just a stone’s throw from the Village of Brocton, this tract balances rural privacy and modern convenience with proximity to schools, parks, shops, and local eateries. Please do not walk the land without a licensed NY agent present.

Highland Avenue, Portland
7060 Route 5, Portland
$3,000,000
R1703924 MLS
2,000 Feet of Lake Erie Waterfront. A Rare Luxury Estate & Resort Opportunity 42+ Acres | Approximately 2,000 Feet of Lake Erie Shoreline | Exceptional Luxury Potential Imagine creating a destination unlike anything else along the shores of Lake Erie. This extraordinary waterfront property, featuring approximately 2,000 feet of Lake Erie shoreline, presents a rare opportunity to create a magnificent private luxury estate, exclusive wellness retreat, boutique resort, or signature residential enclave. Formerly the Sugar Hill Golf Course, the property combines expansive acreage, remarkable shoreline, sweeping water views, privacy, and unforgettable Lake Erie sunsets. Few properties offer this combination of scale and waterfront in a single setting. Envision a spectacular legacy waterfront estate with expansive grounds, guest residences, recreational amenities, gardens, and private spaces overlooking the lake. Or explore the potential for a carefully designed luxury residential community that takes advantage of the property's exceptional setting and extensive Lake Erie frontage. The possibilities are limited only by vision and applicable governmental approvals. Property Highlights Approximately 42+ acres along Lake Erie Approximately 2,000 feet of waterfront Expansive panoramic Lake Erie views Exceptional setting for a luxury private estate Potential location for an exclusive wellness retreat or resort Opportunity for a signature luxury residential development Former site of the Sugar Hill Golf Course Dramatic Lake Erie sunsets Rare combination of substantial acreage and extensive shoreline A Lake Erie Property Without Equal Properties with this amount of acreage and Lake Erie frontage rarely become available. This is more than an offering of waterfront land—it is an opportunity to create a landmark Lake Erie destination. Whether envisioned as a private family legacy property, exclusive retreat, or sophisticated residential community, these 42+ acres provide an extraordinary setting in which to create something truly special. An exceptional property. An extraordinary shoreline. A once-in-a-generation opportunity.

7060 Route 5, Portland
6799 Woleben Road, Portland
$195,000
4 Beds ⋅ 2 Baths ⋅ R1701702 MLS
Beautiful Country home on 2.8 acres. Three plus bedroom ranch with full basement with walkout is in move-in condition. The kitchen dining area leads to 10' x 10' back deck. Major updates are all done for you; 200A electrical service, new roof, new septic, water well with Culligan system, Hot-Tub, and Generac full home generator! Whether you want to enjoy the outside or inside. With updated utilities and outdoor enmities like; fruit trees, coy pond, garage project with wood burner, or the extra outbuilding. The heated versatile shed was used all year round. You won't be sorry considering this your new home!

6799 Woleben Road, Portland
00 Tastor Lane, Portland
$125,000
R1697569 MLS
Build your dream home near the lake. Build a garage for your toys. This lot has endless possibilities. 4.5 acres and also additional lot of 2 acres gives you the feeling of country living but located only a few miles from town. Fredonia School District. Private neighborhood street with all utilities at the road. No deeded lake rights come with either parcel.

00 Tastor Lane, Portland
6014 Route 5, Portland
$389,000
5 Beds ⋅ 1 Baths ⋅ R1695025 MLS
" GREAT YEAR ROUND CONTEMPORARY COTTAGE " DEEDED LAKE ACCESS " OPEN FLOOR PLAN / 100 FEET EXCLUSIVE LAKE FRONTAGE. BUILT IN 2014 / PUBLIC WATER / SLEEPS 10 PEOPLE / LIFETIME OF MEMORIES TO BE HAD HERE. "IT'S A ONE OF A KIND " NO ONE WILL WANT TO GO HOME! GREAT PRIVATE LAKE BEACH ACCESS ( COVE )

6014 Route 5, Portland
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