With a name like Greenfield, it has to be leafy.
If you’re ready to put down roots in Pittsburgh, Greenfield offers a lot to residents within its densely populated 0.773 square miles — particularly if your home-buying search is focused on the East End, but you’re feeling priced out of neighboring communities such as Squirrel Hill and looking for more affordable options.
For the next installment of our “Your Move” real estate series, we found five-plus homes on the market offering front porches and backyards, proximity to walkable business districts along Greenfield and Murray avenues (don’t miss Stories Like Me and Alternate Histories) and convenient access to public transportation, amenities and highways.
“Greenfield offers the perfect balance of tranquility and accessibility. Its peaceful streets and close proximity to Downtown, the parkway, hospitals, universities, and parks make it one of the area’s most desirable communities,” says Tina Salem, with Coldwell Banker Realty, the listing agent for a three-bedroom home listed for $267,000. “I’ve always loved Greenfield. I’ve had friends who have lived in the area and I believe that it’s nestled in a prime location.”
Situated east of the Monongahela River about 5 miles from Downtown, Greenfield is bordered by Hazelwood, Squirrel Hill and Oakland, so there’s a lot to take advantage of in every direction. A quiet neighborhood characterized by cozy streets, steep hills and fantastic views, Greenfield has a strong community feel and a distinct topography. A unique enclave is Four Mile Run, aka Ruska Dolina, a valley in Junction Hollow beneath the Parkway East, where Rusyn immigrants from the Carpathian Mountains settled in the early 20th century.
Primarily residential, Greenfield is home to baseball fields, basketball courts, hockey rinks, soccer fields and a swimming pool, along with seven churches and a synagogue. Year-round events and activities are highlighted on the Greenfield Community Association website.
Residents (all 8,000 of them) call one of the city’s finest parks their neighbor. Sharing a border with Greenfield, Schenley Park encompasses 456 acres of trails, woods and major city attractions.
For buyers looking to purchase a home this fall, Salem offers some tips:
“Take advantage of seasonal motivation. Sellers in the fall are often more serious and open to negotiation. By fall, homes that didn’t sell in spring or summer may still be on the market. Sellers may be eager to close before the holidays or year-end for financial or personal reasons (like tax considerations or relocating),” explains Salem. “This gives buyers more negotiating power — on price, closing costs or repair credits. Get pre-approved and move fast when you find the right property; inventory drops in the fall, so desirable homes that are well-priced can still sell quickly.”
In terms of the local real estate market, there are currently 33 homes for sale in Greenfield, 1,285 in the City of Pittsburgh and 4,311 in Allegheny County. As of October 2025, average home sale prices are: $345,187 for Greenfield, $333,349 for the City of Pittsburgh and $319,509 for Allegheny County.
If you have your sights set on Greenfield, don’t miss these listings showcasing great housing stock, a variety of architectural styles and a neighborhood worth calling home.
3485 Beechwood Blvd.
Style: Colonial
Asking price: $323,000
A walkable neighborhood, a big backyard and an expansive kitchen are just a few of the key amenities of this Greenfield home built in 1925. The extended front porch and reverse dormer recalls the pitched roof style of Cape Cod homes. Exuding charm with abundant natural light throughout, the 1,428-square-foot house has three bedrooms and one bathroom. The living and dining rooms create welcoming spaces, while the hardwood floors, bright color palettes and the decorative fireplace with a tile hearth add warmth and character. Airy and open, the kitchen boasts new quartz countertops, an oversized center island and tile flooring. Rounding out the functionality of the inviting kitchen is a wall of contemporary cabinets for all your storage needs.
Upstairs, well-maintained hardwood floors bring added character to the three bedrooms. A versatile flex space on the second floor is ready to be transformed into a home office, reading nook or play area. In the basement is a bonus room that could double as a wood shop, craft studio or additional storage space. The home’s new owners will love the combination of radiant heat and split AC units. The property offers countless opportunities for outdoor living and enjoying the natural surroundings, with a large deck, a backyard oasis and ample gardening space. A private off-street parking space offers convenience to city living.
956 Greenfield Ave.
Style: American Foursquare
Asking price: $369,900
This classic orange brick Foursquare offers a home in the city with a suburban feel. A spacious front porch with beadboard ceiling provides a relaxing and welcoming entrance. Built in 1915, the 1,898-square-foot home features five bedrooms, so there’s lots of flexibility and functionality with the layout. It’s rare to find a listing in the city that has three full bathrooms. Another selling point is that the home has been owned and “meticulously maintained” by the same owner for 26 years. Gleaming hardwood floors throughout the first floor tie the sun-filled rooms together. The kitchen offers an inviting everyday space, with exposed brick, decorative frieze pantings, tile flooring and wooden cabinetry. There is plenty of prep and storage space for home chefs, along with stainless-steel appliances.
On the second floor, the full en-suite bathroom in the elegant main bedroom serves as a tranquil retreat. An added highlight on the second floor is the large cedar closet. Outdoor entertaining awaits in the charming backyard patio with terrace seating. Gardening enthusiasts have plenty of land for expanding the green space. The large cellar room in the basement provides ample storage space, and there is one off-street parking spot. Blending comfort, upgrades and the conveniences of city living, the home is walking distance to the grocery store and public transportation.
4236 Haldane St.
Style: Colonial
Asking price: $267,000
If what you need is a fully furnished home, look no further. Located along a quiet Greenfield street, the move-in ready Colonial home has been cared for by the same owner for 35 years. Built in 1892, the 1,507-square-foot house has three bedrooms and one bathroom. A rare find on the market, the furnishings include a new sofa, a new bedroom suite, new televisions and more. The inviting porch offers privacy for relaxing with friends under the classic striped canopy awning. Brightly painted, the inviting living spaces feature updated finishes and new carpet throughout. Thoughtfully updated with stainless-steel appliances and bamboo flooring, the galley kitchen could be expanded since the wall is not load-bearing.
On the second floor, the renovated bathroom has striking ceramic tile on the walls and floor. A finished attic on the third floor has a roomy space that could be customized as a home office or studio. Step right from the comfortable dining room to a backyard oasis with outdoor amenities that are ideal for entertaining, gardening and unwinding in nature. You’ll never want to leave the covered porch, patio and delightful gazebo. All of the outdoor furniture, as well as the grill, come with the sale. The new roof added in 2023, along with the new central air unit in 2021, provide peace of mind. The home can also be purchased unfurnished.
773 Hazelwood Ave.
Style: American Foursquare
Asking price: $479,900
If you’re on the hunt for a renovated home with an open-concept floor plan, this large American Foursquare is worth a close look. Built in 1900, the 1,866-square-foot property offers ample living space with four bedrooms and two-and-a-half bathrooms. Pristine hardwood floors, high ceilings and exposed beams add elegance to the spacious first floor, where an open flow connects the rooms. In the living room, the fireplace with exposed stone makes a statement while uniting the entire first floor. Fully equipped with all the latest amenities, the large kitchen is a home chef’s dream. Quartz countertops, distinctive tile and pendant lighting create a vibrant place for perfecting recipes.
Accented by a wood newel post and balusters, the wide staircase leads upstairs to sizable bedrooms and fully updated bathrooms with contemporary fixtures. Additional highlights include a second-floor laundry room, central air and a large walk-in closet with a window and dressing room space. Outdoor dining and entertaining are integral to this home. Step right from the kitchen or dining room through sliding glass doors to a large covered patio, which is a great spot to read or work on your laptop. The fenced-in backyard is home to mature fruit trees and landscaping. The large basement has both finished and unfinished spaces, plenty of storage and a convenient bathroom.
4020 Haldane St.
Style: Dutch Roof Colonial
Asking price: $335,000
If you’re looking to expand and need more living space, this 2,693-square-foot home might be a good fit. Built in 1894, the three-story property features five bedrooms and two bathrooms. From the covered front porch, the foyer leads into an open floor plan offering versatility within the spacious living room and formal dining area. A full bathroom adds convenience to the first floor. The large eat-in kitchen has cherry cabinetry, newer stainless-steel appliances and tons of counter space. There is extended cabinetry so storage will never be an issue here.
Upstairs, the second floor contains three sizable bedrooms, one with a walk-in closet and decorative fireplace. The full bathroom on the second floor includes access to a covered rear deck, a great respite for enjoying your morning coffee. Extending the home’s functionality, the finished third floor contains space for multiple bedrooms, a home office or a bonus room. Additional features include high ceilings, fresh interior paint and newer windows. An oversized basement has a laundry area and walk-out access to the backyard. The back deck overlooks a private landscaped yard containing a mature rhododendron bush. A new roof was added in 2025, and the boiler is only 2 years old.
3 more homes for sale in Greenfield to explore
3459 Beechwood Blvd., $429,000
748 Hazelwood Ave., $379,000
553 Indus St., $240,000