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

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

3 Beds ⋅ 2 Baths ⋅ R1711789 MLS

If you've been looking for a single story home on a quiet street then look no further than 10 Haywood Drive in Brocton. A solid well maintained home featuring three bedrooms and two baths. All three bedrooms have walk-in closets and the primary features an en-suite. The living, dining and kitchen all flow into each other making for ease of movement through the home. The attached garage and the front porch each feature a ramp for ease of entry. Outside you'll find a covered deck and plenty of yard space for all your outdoor activities. And if it gets a little too hot for you outside come on in and enjoy the central air. Only a few minutes from the Fredonia/Dunkirk area and less than an hour from Erie, PA, 10 Haywood Drive may just be that special place you've been looking for.

10 Haywood Drive, Portland

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

3 Beds ⋅ 1 Baths ⋅ R1708022 MLS

Turn your talent and carpentry skills to good use!! Need a fall/winter project? In a great little rural village is this small bungalow home needing renovation. With a small bedroom on the first floor and 2 larger bedrooms on the second floor, this home is cozy and once the rehab is completed it will be darling!! Some of the renovations have been done, some are needed. Many of the windows have been changed to vinyl replacement windows, some doors and new lights installed. Some new plumbing has been done, and new drywall as well as some new floors. Nice little yard and lot of approx. a quarter of an acre of land. 10 minutes to Dunkirk-Fredonia shopping and 25 minutes to Jamestown. This home is priced to reflect the attention it needs, and requires a cash offer, non-mortgageable. Enough of the renovations have been done to allow someone to live in it while working on the home. It does need a roof, a few more windows need replacement, the exterior needs paint or vinyl siding and interior cosmetics. Taxes are low...public water and sewers and Brocton Village Electric. This little home can be a great start if you are willing to put some effort in and the finished product will be worth it after it's done. Owner ready to make a deal! Carpenters, house flippers, do-it-yourselfers...come see!!

85 Old Mill Road, Portland

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

3 Beds ⋅ 2 Baths ⋅ R1705704 MLS

This home is impressive from the moment you arrive, and it only gets better once you step inside. Filled with natural light and beautifully cared for from top to bottom, there is so much to appreciate both inside and out. The covered front porch offers a great seating area and leads into the dining room, where you immediately have a view into both the kitchen and living room. The updated kitchen has granite countertops, a gas stove, breakfast bar, and plenty of cupboard and counter space. The large living room offers additional space that would work well for a home office or sitting area. At the back of the house is a large, open laundry/mudroom with access to the back deck. A full bath completes the first floor. Upstairs are three bedrooms, including the primary bedroom with its own private full bath. The basement is every bit as clean and well cared for as the rest of the home, and forced-air heat and central air conditioning keep the home comfortable throughout the seasons. The property continues to impress outside. The oversized two-car detached garage has a finished interior, concrete floor, and electric. Just five years old, the 30' x 40' pole barn provides an incredible amount of additional space with a concrete floor, electric, 10 x 10 doors, and its own separate commercial electric service with a lower electric rate. Whether you need space for vehicles, equipment, a workshop, or simply plenty of storage, having both the garage and pole barn is a huge bonus. The care that has gone into this home and property shows everywhere you look.

8625 1st Street, Portland

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

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

4 Beds ⋅ 2 Baths ⋅ R1701702 MLS

Beautiful Country home including 13 acres to roam. 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 the updated utilities and outdoor enmities like; fruit trees, grapes, 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

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.

5 W Rt-5, Portland

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

4 Beds ⋅ 3 Baths ⋅ R1684752 MLS

Investment opportunity in the Village of Brocton! This 3-unit apartment building features separate entrances for each unit, with tenants paying their own electric and gas utilities. Public water and sewer. Convenient parking available in the adjacent village parking lot. Great potential for investors looking to add or start their portfolio!

19 W Main Street, Portland

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