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$1,150,000
5 Beds ⋅ 4 Baths
Built in 1916, this stately home with center hall entry offers a wonderful blend of original character and thoughtful updates. Beautiful woodwork, hardwood floors, leaded and stained glass, built-in bookcases and seven fireplaces in the first and second floors - 2 wood burning (but, please inspect) all reflecting the craftmanship of the era. This home features five bedrooms, three full and one half bath. The updated kitchen features ample storage and counter space and all appliances and is adjacent to a rear "mud" room. Outside enjoy the large front porch as well as spacious, fenced, rear yard which accesses the detached, two-car garage. Conveniently located near Highland Park's playgrounds, tennis courts, swimming pools and volley ball area as well as the Pittsburgh Zoo and Aquarium. And an easy walk to the shops and restaurants along Bryant Street as well as the coffee shop located on Highland Avenue.

1232 N Highland, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$825,000
5 Beds ⋅ 3 Baths
Welcome to this timeless Highland Park gem, where classic Pittsburgh character meets exceptional space and location. This stately brick home showcases stunning original woodwork, beautiful stained-glass details, and the craftsmanship that makes historic homes so special. With five spacious bedrooms and the potential for two additional bedrooms, this three-story residence offers incredible flexibility for growing households, multi-generational living, guest accommodations, home offices, or creative spaces. The generous floor plan provides room to spread out while preserving the warmth and charm of a bygone era. Outside, you'll find mature trees, inviting curb appeal, and a partially fenced yard that offers both beauty and functionality. Whether you're gardening, entertaining, or simply enjoying a quiet evening outdoors, the outdoor space complements the home's historic appeal. Ideally located in Pittsburgh's Highland Park neighborhood, you'll enjoy convenient access to the nearby Pittsburgh Zoo & Aquarium, major hospitals, renowned universities, parks, dining, shopping, and all that the East End has to offer. This is a rare opportunity to own a substantial character-filled home in one of Pittsburgh's most beloved neighborhoods. Don't miss your chance to make this historic Highland Park treasure your own.

1001 Heberton St, Highland Park

Listing courtesy of ENGEL & VOLKERS SEWICKLEY.

$549,900
4 Beds ⋅ 4 Baths
Must See! Heart of Highland Park on a beautiful tree lined street! This grand home is conveniently located near local shopping w easy access to anywhere in the city. Endless charm and character- incredibly restored both modern and chic! Kitchen tastefully designed with shaker cabs, quartz ctops, and ss appliances. Full baths with beautifully tiled surrounds! 1st Floor: Entry, Living, Dining, Kitchen, and Half Bath. 2nd Floor: Master Bedroom w En Suite Full Bath, 2 Additional Bedrooms, and Full Bath. 3rd Floor: Massive Bedroom. Basement: Game Room, Office Space, Full Bath, Laundry, and Plenty of Storage. Great sized covered front and back porches for your morning coffee- peace and quiet at its finest! Front patio and level rear yard for cookouts and gatherings. 2 Car Integral Garage! Spacious with an open/flexible layout- ideal for entertaining, children, or pets. Move right in and make this house your home!

6517 Stanton, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$585,000
4 Beds ⋅ 4 Baths
Welcome to 6336 Stanton Ave, a thoughtfully renovated Highland Park home offering modern design, flexible living space, and extensive updates throughout. The main level features a bright, open layout with a spacious living room, beautifully finished kitchen with a large center island, dedicated dining area, and convenient powder room. Warm wood tones, statement lighting, exposed brick, and carefully selected finishes add character throughout the home. The second floor includes an ensuite bedroom with a private full bath, two additional bedrooms, and a second full bathroom. The third floor offers another private ensuite with its own full bath, creating an ideal primary retreat, guest suite, home office, or additional flexible living space. The renovation extends well beyond the finishes. Major improvements include a new roof, furnace, central air, water heater, interior and exterior sewer line, water service line, gas line, electrical panel, updated electrical and plumbing, new HVAC ductwork, and extensive cosmetic updates throughout. Outside, the home offers a covered front porch, off-street parking, and a spacious backyard. With four bedrooms, three full baths, one powder room, two ensuite options, and major updates from top to bottom, 6336 Stanton combines modern finishes, functional living space, and classic character in a convenient Highland Park location.

6336 Stanton Ave, Highland Park

Listing courtesy of DEACON & HOOVER REAL ESTATE ADVISORS LLC.

$699,000
5 Beds ⋅ 2 Baths
A grand Victorian center-hall home in the heart of Highland Park, beautifully refreshed while preserving its incredible architectural character. A spectacular 35-foot covered front porch with copper roof welcomes you into a gracious center hall. Inside, soaring 8.5- to 10-foot ceilings, refinished hardwood floors, deep baseboards, crown moldings, restored stained glass, and elegant glass-paneled pocket doors showcase the craftsmanship throughout. The expansive first floor offers generous living and entertaining spaces, including a formal living room, dining room, additional living space, kitchen, and full bath. The second floor features three to four spacious bedrooms and a beautifully renovated main bathroom with new plumbing. The third floor offers a large open space plus two additional rooms ideal for bedrooms, offices, guest space, or a playroom. Major recent improvements include a renovated main bathroom with new plumbing, refinished hardwood floors, new paint and plaster throughout, and a new sewer line, with extensive additional updates throughout the home. Outside, enjoy a freshly painted front porch, full-width brick patio, landscaped yard, gated walkways, private driveway, and spacious two-car garage. Just blocks from Highland Park’s Bryant Street, the park, zoo, Shadyside, and East Liberty. This special home offers historic character, incredible scale, and thoughtful updates in one of Pittsburgh’s most charming neighborhoods.

6022 Jackson St, Highland Park

Listing courtesy of REDFIN CORPORATION.

$850,000
6 Beds ⋅ 4 Baths
Welcome to this beautiful home in Highland Park. It is located just two blocks from Highland Park which is renowned for its reservoir, children's playground, public swimming pool and numerous tennis courts. This house has been lovingly and well maintained over the years. Approximately 3,886 square feet of gracious living space awaits in this stunning six-bedroom, four-bathroom house. Nestled on a 0.14-acre lot, this home boasts a lush, verdant landscape complemented by a spacious outdoor area and an inviting deck, creating a peaceful ambiance. Inside, the home showcases an array of charming details, including hardwood floors, abundant natural light, and an ornate staircase that lends an air of elegance. The primary bedroom offers a cozy atmosphere, while the additional five bedrooms provide ample living space. The four bathrooms, including two full baths and two half baths, are seamlessly integrated throughout the three levels of finished living space. A storage room on the third floor offers additional storage capacity. Meticulously preserved original features, such as the leaded and stained glass windows, pocket doors, and ornate mantles, add to the home's historic charm. The living room and dining room are seamlessly connected by the pocket doors, allowing for easy flow and entertaining. The gas fireplace and custom bookshelves in the living room create a warm and inviting space. The kitchen boasts a butler's pantry with original cabinetry, and the basement features a wine cellar, providing ample storage and functionality. The detached one-car garage, accessible via a driveway, offers additional convenience. This property is an ideal fit for those seeking a unique, historically-significant home with a harmonious blend of timeless elegance and modern amenities.

5633 Elgin, Highland Park

Listing courtesy of COLDWELL BANKER REALTY.

$479,500
Outstanding investment opportunity in the heart of Highland Park! This well-maintained duplex offers strong, stable rental income in one of Pittsburgh's most desirable neighborhoods. Major capital improvements have already been completed, including a new roof, updated electrical system, updated HVAC with central air, and replacement windows, providing peace of mind and minimizing future maintenance expenses. Ideally located just minutes from Bryant Street, the Pittsburgh Zoo & Aquarium, Bakery Square, East Liberty, Shadyside, universities, hospitals, and downtown Pittsburgh, the property offers convenient access to parks, shopping, dining, and public transportation. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, 1367 Cordova Rd is a turnkey opportunity in a premier East End location.

1367 Cordova Rd, Highland Park

Listing courtesy of THE GREENE REALTY GROUP.

$775,000
6 Beds ⋅ 4 Baths
Discover a truly one-of-a-kind residence in the heart of Highland Park—rich in history and set on its own block, offering an exceptional sense of privacy rarely found in the city. Originally part of the historic John H. McKelvy Estate and built in 1923, this remarkable home blends timeless character with thoughtful, modern updates—all just minutes from Pittsburgh’s most vibrant neighborhoods. Perfectly positioned for both convenience and lifestyle, the home is walkable to Heth’s Playground and Bryant Street’s beloved shops and restaurants, with Highland Park, East Liberty, Lawrenceville, Shadyside, and the Pittsburgh Zoo all just moments away. From the moment you arrive, the home’s striking presence makes an impression. A custom front door, charming seasonal awning, and inviting entry set the tone, while smart home features—including keyless entry, doorbell camera, and integrated Nest system—add ease and security. Inside, warmth and craftsmanship define the space. The centerpiece of the main level is the fully renovated, open-concept kitchen and dining area, completely reimagined in 2020. Featuring heated floors, custom cabinetry, granite countertops, a peninsula, and thoughtful built-ins, this space is designed for both elevated entertaining and everyday functionality. The adjoining living room offers a cozy wood-burning fireplace framed by rich wood detailing and built-in storage, while natural light pours throughout the home, highlighting the hardwood floors. The outdoor setting is equally exceptional. Framed by three streets, the property offers rare privacy and usable green space in the heart of the city. A fully fenced yard provides multiple access points and is thoughtfully designed with outdoor dining space, grilling area, fire pit, and expansive lawn—ideal for relaxing, entertaining, or play. Mature trees provide shade and a serene, park-like atmosphere, while recent improvements, including a newly constructed stone retaining wall and accessible sidewalk, enhance both function and curb appeal. Upstairs, the home offers six bedrooms across two levels, providing remarkable flexibility for a variety of lifestyles. The primary suite is spacious and comfortable, while additional rooms easily accommodate guest space, home offices, or fitness areas. Multiple full bathrooms—including one with a classic clawfoot tub—have been tastefully updated. The lower level adds valuable living space with a recently refreshed game room, updated half bath, and functional laundry area complete with chute access from upper floors. Practicality meets peace of mind with a tankless water heater (2025), upgraded 200-amp electrical service, and a Moen smart water shut-off system. Extensive infrastructure improvements further elevate the home, including professional foundation stabilization with push piers to bedrock—backed by a transferable lifetime warranty—and recent annual inspection confirming structural integrity. Comfort is thoughtfully addressed with a natural gas boiler providing efficient radiant heat throughout, complemented by Mitsubishi mini-split systems offering zoned heating and cooling. This dual system ensures year-round comfort while maintaining excellent indoor air quality. An oversized garage spanning the footprint of the home offers exceptional storage, workshop space, and tandem parking, with additional off-street parking available in the driveway. Blending historic significance, modern convenience, and a setting that is truly unmatched, this Highland Park residence presents a rare opportunity to own a distinctive and thoughtfully updated home in one of Pittsburgh’s most sought-after neighborhoods.

5454 Wellesley Ave, Highland Park

Listing courtesy of COLDWELL BANKER REALTY.

$449,000
3-unit building with separate gas and electric for all units. Currently fully rented. 1st floor is 1-bedroom with living room, spacious kitchen with access to level rear yard, full bath and central air. 2nd floor is 2 bedrooms, living room, kitchen, full bath, access to rear fire escape and central air. 3rd floor is one bedroom, living room, kitchen and access to rear fire escape. Updates include furnaces, hot water tanks, electric panel boxes including a house electric panel box. Property needs some exterior & interior paint. Third floor tenant is leaving at the end of August.

5428 Stanton Avenue, Highland Park

Listing courtesy of NEIGHBORHOOD REALTY SERVICES.

$399,900
3 Beds ⋅ 2 Baths
Exceptional opportunity to own a spacious home in the heart of Highland Park, offering the perfect combination of value, character, and location. Welcome to 806 N. Beatty, where timeless architectural details blend seamlessly with modern comfort. Step inside to an inviting main level featuring soaring ceilings, beautiful hardwood floors, and abundant natural light that fills the spacious living and dining rooms. The open layout flows effortlessly into the kitchen, creating an ideal space for both everyday living and entertaining. A full bathroom on the main floor adds convenience, while both the front and rear staircases provide easy access to the upper levels. The second floor offers two generously sized bedrooms, an office, a full bathroom, and the convenience of a second-floor laundry room. On the third floor, you'll find another bedroom plus a versatile bonus room that can easily serve as a home office, workout space, playroom, or guest retreat. Outside, the backyard is designed for relaxing and entertaining. The newer patio provides a private outdoor oasis with multiple seating areas, while the included, hot tub makes it easy to enjoy the space throughout the year. A true rarity in the city, this home also includes four off-street parking spaces. Just minutes from Highland Park, neighborhood shops, restaurants, coffee houses, and major commuter routes, this home offers exceptional space, flexibility, and convenience in one of Pittsburgh's most desirable neighborhoods.

806 N Beatty St, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$778,000
6 Beds ⋅ 3 Baths
Discover timeless elegance in this stunning 6-bedroom, 3-full-bath home in the heart of Highland Park. Rich in character and architectural detail, this spacious residence showcases beautiful hardwood floors, gorgeous stained glass windows, graceful arched openings, and original wood-and-glass pocket doors that elegantly separate the living and dining rooms while maintaining an open, inviting feel. With generously sized rooms, there's plenty of space for family, guests, and/or home offices. New carpet adds fresh comfort to select living areas, complementing the home's historic charm. Step outside to a private back patio, perfect for relaxing, entertaining, or enjoying your morning coffee. Located in one of Pittsburgh's most sought-after, walkable neighborhoods, you'll enjoy convenient access to local parks, restaurants, coffee shops, boutiques, and all that Highland Park has to offer. This is a rare opportunity to own a home that seamlessly blends historic character with everyday comfort with a rich history of love being owned by the same family for decades.

825 Heberton Street, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$765,000
4 Beds ⋅ 3 Baths
Welcome to 6016 Wellesley Avenue, it's offer the perfect blend of early 20th-century character and contemporary convenience, this stunning brick home boasts extensive improvements and ensuring peace of mind. From the moment you arrive, the care and attention to detail are evident, you up to a magnificent, expansive covered front porch. This relaxing outdoor living space features a classic porch swing, a durable tiled floor, and custom wrought-iron railings—perfect for enjoying a quiet morning coffee. Step inside to find the classic charm that defines this neighborhood. The spacious living room features beautiful, gleaming hardwood floors, modern track lighting, and a striking fireplace flanked by custom built-in shelving. Large windows flood the space with natural light. The living area flows beautifully into the formal dining room. The dining room offers extensive woodwork and a charming built-in bay window bench with radiator covers, perfect for cozy afternoons. Through an elegant archway is the kitchen. The custom cabinetry is all solid wood. You’ll find ample storage space. Moving upstairs, the character continues on the landing with a stunning original stained and leaded glass window, preserving the home's historic footprint. Continuing to the upper level, The heart of the home’s updates is found on the second floor, which underwent a complete, down-to-the-studs remodel in May 2015 to create a modern, luxurious living space while maintaining the home's historic integrity. The master suite is a true retreat. The renovation thoughtfully added approximately 7x15 feet of living space, transforming it into a sprawling, bright sanctuary. The room features new carpeting, modern track lighting, a new ceiling fan, and updated baseboard hot water radiators. The seamless layout offers extensive closet space and flows effortlessly toward the en-suite bathroom. A cornerstone of the 2015 renovation was the conversion of the former third bedroom into a breathtaking, state-of-the-art bathroom. This space is entirely brand new—from the plumbing stack up from the basement to the electrical wiring. It features premium fixtures, including a sleek double vanity with ample storage and a relaxing whirlpool tub situated beneath a stunning, custom-stained-glass window. The centerpiece of the room is a massive glass and glass-block walk-in shower equipped with a multi-jet rainfall shower tower. The entire space is wrapped in gorgeous, modern tile on both the floors and walls and is beautifully illuminated by recessed LED lighting. Currently utilized as a highly functional home office, the second bedroom on this level is bright and comfortable. It benefits from its own dedicated mini-split A/C and heat pump unit to ensure perfect year-round temperature control. The remodel maximized the utility of this space by adding a substantial walk-in closet, fresh carpeting, a new ceiling fan, and four additional electrical outlets to easily accommodate all your technology and workstation needs. The 3rd-floor bedrooms and bath offer flexible living options. These cozy spaces feature the angled ceilings and charm characteristic of classic Pittsburgh homes, each heated by efficient radiators. The third full bath on this floor has received a new tile floor, a new shower curtain holder, and a new hand-held shower head, in addition to added surface-mounted electrical outlets. Step outside to the spacious, elevated rear deck, which serves as a wonderful extension of the home's living area. This outdoor space offers ample room for entertaining, easily accommodating a full-sized smoker or grill alongside comfortable patio seating. The rear deck is beautifully nestled among mature trees, including a massive evergreen that provides excellent natural privacy and shade. Whether you are hosting a summer barbecue or simply enjoying a quiet, sunny afternoon, this inviting platform is an ideal outdoor retreat.

6016 Wellesley Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$568,000
6 Beds ⋅ 3 Baths
Welcome to this exceptional East Liberty residence, perfectly situated on one of the neighborhood's picturesque tree-lined streets. Blending timeless architectural character with sophisticated modern updates, this beautifully restored home offers the ideal combination of historic charm, contemporary design, and an unbeatable location just minutes from shopping, dining, entertainment, major hospitals, universities, and convenient access to downtown Pittsburgh. From the moment you step inside, you'll appreciate the home's spacious, light-filled interior and thoughtfully designed open floor plan, ideal for both everyday living and entertaining. Rich character has been carefully preserved while seamlessly incorporating today's most desirable finishes. The stunning chef's kitchen serves as the heart of the home, featuring timeless cabinetry, elegant quartz waterfall countertops, stainless steel appliances, and abundant workspace for cooking and gathering. Each of the three beautifully renovated full bathrooms showcases designer tile surrounds, while the luxurious primary bath offers a spa-like retreat complete with an oversized tiled walk-in shower and a relaxing soaking tub. The home's versatile layout provides exceptional flexibility with six generously sized bedrooms spread across the second and third floors. The first floor features an inviting entry, expansive living and dining rooms, the gourmet kitchen, and a full bath. The second floor offers three spacious bedrooms and another beautifully updated full bath, while the third floor adds three additional bedrooms and a third full bath perfect for guests, a home office, fitness room, or hobby space. The basement provides abundant storage to meet all of your organizational needs. Enjoy your morning coffee on the charming covered front porch or unwind on the covered rear porch overlooking the backyard. The fenced front and rear yards create the perfect setting for entertaining, summer cookouts, children, or pets, while the private rear oasis offers a peaceful escape in the heart of the city. Completing the property is valuable off-street parking for added convenience. Offering remarkable space, timeless craftsmanship, designer finishes, and an unbeatable East Liberty location, this truly move-in-ready home presents a rare opportunity to enjoy classic Pittsburgh architecture with all the comforts of modern living.

731 Mellon St, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$839,000
Five Legal Units • Diverse Unit Mix • Updated Interiors • Private Balcony or Deck for Every Apartment. First Investment Preview: Tuesday, June 30 fromBuyers are encouraged to attend with their real estate agent. Fully occupied and professionally maintained five-unit multifamily investment featuring an efficiency, two 1-bedroom apartments, a spacious 2-bedroom apartment, and an oversized 3-bedroom/2-bath apartment. Recent capital improvements include a new roof, gutters, and downspouts. Every apartment features updated kitchens and bathrooms, high ceilings, abundant natural light, and its own private balcony or deck. Tenants pay their own gas and electric utilities while reimbursing the owner for water, helping minimize operating expenses. Additional income is generated through on-site laundry facilities. The property also features a large usable backyard, RM-M zoning, stable long-term tenants, and an exceptional East End location convenient to universities, hospitals, shopping, restaurants, and public transportation.

5712 Stanton Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$839,000
8.54% Cap Rate • Legal 6-Unit • Separate Utilities • Eight Off-Street Parking Spaces • Stable Long-Term Tenants Buyers are encouraged to attend with their real estate agent. Future showings will be limited to designated showing days to minimize disruption to tenants. 5708 Stanton Avenue is a well-maintained six-unit apartment building located in one of Pittsburgh's strongest rental corridors. The property consists of six legal 1-bedroom, 1-bathroom apartments (occupancy permit available in supplements) with separate gas and electric service, minimizing owner expenses. Residents enjoy off-street parking, on-site laundry, and an additional garage rental, creating multiple income streams beyond base rent. Long-term tenants, stable occupancy, and below-market operating expenses make this an attractive investment for both experienced and first-time multifamily investors. Highlights Legal 6-unit apartment building Six 1BR / 1BA apartments RM-M Zoning Separate gas & electric meters Tenants pay: Gas Electric $50/month water reimbursement Hydronic boiler heating system Eight off-street parking spaces Garage rented separately Basement laundry provides additional income Strong rental history Convenient East End location close to hospitals, universities, public transportation, shopping and dining.

5708 Stanton Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$425,000
Some homes make financial sense. Some feel like home the moment you walk in. This one does both. This classic Highland Park duplex is the kind of property you stumble onto and immediately stop scrolling, because it’s exactly what you didn’t know you were looking for. Two thoughtfully laid-out units, each with two bedrooms and a full bath, built with the kind of vintage craftsmanship that developers stopped replicating decades ago. The original fixtures, the proportions of the rooms, the way the light moves through the spaces. These aren’t just details. They’re the reason people fall in love with Pittsburgh’s older neighborhoods in the first place. Picture your mornings here: coffee on the patio or balcony, the neighborhood slowly waking up around you, your tenant quietly covering a significant portion of your mortgage while you read the paper. That’s the quiet magic of owning a well-positioned duplex in a neighborhood like Highland Park. It doesn’t just feel good, it works. Inside, both units offer generous living and dining rooms, fully equipped kitchens, and solid closet space. The large basement handles laundry and storage without sacrificing an inch of your living area. And then there’s the garage, a detached two-car with off-street parking, which in a city neighborhood is not a footnote. It’s a headline. Step outside and you’re woven into one of Pittsburgh’s most beloved pockets: steps from the park’s sweeping green expanse, neighborhood cafés, and the kind of eclectic dining that gives a neighborhood its identity. Highland Park has long attracted buyers who want authenticity over anonymity, and Jackson Street delivers both. Whether this becomes your primary residence with a built-in income offset, your next smart addition to a growing portfolio, or both, this is a rare opportunity to own a piece of architectural character while building toward something lasting.

6438-6440 Jackson St, Highland Park

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$329,000
1 Beds ⋅ 1 Baths
Absolutely charming and truly one-of-a-kind, this delightful Highland Park Cottage Style Carriage Home offers the perfect blend of character, comfort, and low-maintenance living in one of Pittsburgh’s most beloved neighborhoods. Tucked into a highly desirable Highland Park setting, this former carriage house lives with a warm cottage feel and offers a rare opportunity for buyers seeking something unique, inviting, and easy to love. The main level features one bright, open living space that is ideal for today’s lifestyle, with room for both a comfortable living area and dining space. The open kitchen includes a new stainless-steel refrigerator, a microwave, and a disposal, and connects easily to the main gathering area, creating a smart and efficient layout. Tons of windows fill the home with natural light, giving the space an airy, cheerful feel throughout the day. The second level offers fresh new carpeting, a brand-new washer and dryer, and comfortable private living space. The entire interior has just been painted, and central air adds everyday comfort. The HOA includes water, sewage, and yard maintenance, making this a wonderful option for anyone looking for convenience without sacrificing personality or location. Highland Park is known for its tree-lined streets, architectural charm, neighborhood feel, and easy access to some of the East End’s favorite amenities. Enjoy being close to Highland Park, the Reservoir, walking trails, tennis courts, playgrounds, Bryant Street shops and restaurants, the Pittsburgh Zoo & Aquarium, Bakery Square, East Liberty, Shadyside, Lawrenceville, universities, hospitals, and Downtown Pittsburgh. Rarely does a home this special come along; a bright, cozy cottage-style residence with character, updates, central air, outdoor charm, and a location that captures everything buyers love about Highland Park.

943 N Negley Avenue Unit 4, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$175,000
2 Beds ⋅ 1 Baths
Opportunity awaits in the heart of Highland Park! This 3-story row house offers 2 bedrooms, 1 full bathroom, and a finished attic that can serve as a third bedroom, home office, or flexible living space. Filled with potential, this home is ready for your personal touches and vision. The fenced-in backyard provides outdoor space for relaxing or entertaining, while the 1-car garage offers the convenience of off-street parking. The basement includes a laundry area and ample storage space. A newer roof was installed in 2022. Ideally located just minutes from Highland Park and approximately a 15-minute walk to Bryant Street's popular coffee shops, restaurants, and boutiques. Convenient access to public transportation, Bakery Square, Bloomfield, Shadyside, Oakland, Lawrenceville, the North Side, and Downtown Pittsburgh makes commuting and enjoying city amenities a breeze. A fantastic opportunity in one of Pittsburgh's most sought-after neighborhoods!

817 Farragut Street, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$525,000
3 Beds ⋅ 3 Baths
Perfectly positioned across from Highland Park, this stately brick residence offers the rare combination of timeless architecture, extensive capital improvements, and an extraordinary outdoor oasis seldom found in the city. Overlooking one of Pittsburgh's most beloved parks, this 3-bedroom, 2.5-bath home blends classic character with modern comfort and resort-style living. Inside, rich hardwood floors, original woodwork, and abundant natural light create an inviting atmosphere throughout. The spacious living room is anchored by a decorative fireplace and a dramatic picture window that frames picturesque park views year-round. The formal dining room, enhanced by updated lighting, provides an elegant setting for gatherings and flows seamlessly into the beautifully appointed kitchen featuring granite countertops, warm wood cabinetry, a center island with additional storage, and a distinctive wood-paneled ceiling that adds warmth and character. Upstairs, three generously sized bedrooms offer comfortable accommodations, including a spacious primary bedroom with exceptional closet space. The home's thoughtful layout balances character and functionality, while the finished walk-out lower level expands the living area with updated flooring, a full bath, and direct access to the backyard. Whether used as a family room, guest suite, home office, fitness area, or recreation space, this level offers flexibility to suit a variety of lifestyles. Large laundry and storage areas provide practical everyday living. Step outside and discover what truly sets this property apart. The fully fenced backyard has been transformed into a private retreat designed for entertaining and relaxation. Enjoy summer days by the heated in-ground pool, evenings around the expansive patio, and effortless outdoor dining in a setting that feels worlds away from the city. Dedicated grilling space, mature landscaping, and exceptional privacy make this an outdoor experience rarely available in Highland Park. A detached garage and additional off-street parking accessed from driveway add convenience and functionality. Equally impressive are the home's significant mechanical and infrastructure updates, including completely replaced roofs on both the house and garage, all new windows, updated HVAC systems, a new hot water heater, new front door and railings, and a replaced sewer line—providing peace of mind for years to come. Just steps from Highland Park's reservoir trails, tennis courts, playgrounds, and Bryant Street's restaurants and shops, with easy access to East Liberty, Bakery Square, Shadyside, Lawrenceville, Oakland, and Downtown Pittsburgh, this is a rare opportunity to own a beautifully maintained home in one of the city's most sought-after neighborhoods.

1327 Heberton, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$275,000
4 Beds ⋅ 2 Baths
Ideally situated in the heart of Highland Park, this quaint 3-bedroom, 1.5-bath row house welcomes you with an enchanting front porch where summer breezes filter through the shady awning. The welcoming main floor showcases high coffered ceilings, an original fireplace, and classic built-ins that enhance the bright living room and spacious dining room, creating an inviting atmosphere for both everyday living and entertaining. The updated kitchen in a neutral palette features contemporary appliances and access to a rear deck, perfect for enjoying morning coffee or dining outdoors. Upstairs, you'll find three comfortable bedrooms and a renovated full bath. The expansive third floor offers incredible flexibility and can serve as a home office, guest suite, media room, or fourth bedroom. The large dry basement boasts a laundry area, half bath, a framed out room that can be a game room, exercise room or playroom. Ample storage throughout the home ensures plenty of room for organization. A charming backyard provides the perfect setting for gardening or simply unwinding in your tranquil haven. Enjoy the beauty of being within walking distance of historic Highland Park neighborhood shops, popular restaurants, and the vibrant business corridor. Combining classic architectural details, valuable updates, and an exceptional location, this Highland Park gem offers the perfect blend of character, charm and comfort. Recent improvements provide added peace of mind, including a new boiler (2025) new hot water tank (2025), new electrical panel (2025), and a new sewer line (2025). Roof was replaced under 8 years ago.

848 Heberton St, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$899,800
4 Beds ⋅ 5 Baths
Welcome to 836 Farragut Street, a completely renovated three-story home offering modern luxury, expansive living space, and high-end finishes in Pittsburgh’s desirable East End. Featuring 4 bedrooms, 3 full bathrooms, and 2 half baths, the home showcases all brand-new interiors, hardwood flooring throughout, oversized windows, and a bright open-concept layout across multiple spacious levels, including a finished basement for additional living space. The chef’s kitchen serves as the centerpiece of the home with brand-new stainless steel appliances, a wine cooler, pantry, and exceptionally long counter space designed for both everyday living and entertaining. Spacious bedrooms with walk-in closets provide comfort and functionality throughout. Additional highlights include a second-floor deck, spacious backyard, and detached two-car garage, along with fully updated bathrooms and thoughtfully selected contemporary finishes throughout the home. Conveniently located near Highland Park, East Liberty, and Bakery Square, 836 Farragut offers quick access to some of Pittsburgh’s best restaurants, coffee shops, shopping, parks, hospitals, universities, and major commuter routes, all within one of the city’s most vibrant East End locations. Some images are virtually staged.

836 Farragut St, Highland Park

Listing courtesy of COLDWELL BANKER REALTY.

$370,000
3 Beds ⋅ 2 Baths
Welcome to this inviting 3 bedroom, 1.5 bath home located in the beautiful Highland Park neighborhood. Recently painted walls and new carpeting have given the interior a fresh new look. This house offers a comfortable layout and contains updates throughout. On the main level, you will find a seamless, open flow between the living and dining areas. In addition, there is a bright sunroom which not only adds flexible space for relaxing but also invites the afternoon sun. The second floor has three reasonably sized bedrooms as well as the main bath. The lower level contains a dedicated office area with soundproofing which is ideal for remote work, creative projects, or a quiet retreat. The large, functional basement has plenty of room for storage as well as laundry access. Gardening or any outdoor activities can be enjoyed in the backyard, where you'll find a spacious deck. Located minutes from the Pittsburgh Zoo, Highland Park, and the shops and restaurants along Bryant Street this house is central to all the East End has to offer.

5443 Wellesley Ave, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$599,000
5 Beds ⋅ 2 Baths
Rare Highland Park treasure offering five bedrooms, two full baths, and the perfect marriage of historic character and modern renovation. Original hardwood floors, stained and leaded glass windows, and rich period millwork speak to the home's distinguished past, while every major system has been refreshed for worry-free ownership — fully updated electric, newer HVAC, and a professionally designed kitchen that maximizes every inch of space without sacrificing a bit of style. Both full baths have been completely renovated, showcasing beautiful new and historic tilework. Step outside to a large, private yard plus a rare detached garage that adds coveted off-street parking and storage. All of this in one of Pittsburgh's most walkable and beloved neighborhoods, steps from the Highland Park pool, reservoir trails, Bryant St Tavern, Smiling Banana Leaf, Tazza D'oro, and LaScola's (just in time for summertime gelato!). Not to mention walking or biking distance to all of the shops and eateries in East Liberty! Move-in ready, nothing left to do but enjoy it.

5631 Wellesley Ave, Highland Park

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$399,000
4 Beds ⋅ 2 Baths
Large stand alone brick home in Highland Park. Four bedrooms. Centrally located, stand alone brick home in Highland Park. Blocks from the Bryant Street business district as well as thriving East Liberty. A large, covered, front porch invites you into the large foyer. Exceptionally large rooms with tall ceilings and original wood flooring throughout the first floor are coupled with a modern kitchen and exposed decorative brick chimneys. The first floor has a half bath and laundry. The second floor has three bedrooms and a full bath, as well as a very large walk in closet area. The third floor has a bedroom and an additional closet or office area. A large private backyard is accessed from the kitchen. Move-in ready. Appliances are included.

5714 Wellesley Ave, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$1,699,000
8 Beds ⋅ 5 Baths
The Elizabeth Heinz Mueller House, a premier 8 bed, 4.5 bath, Colonial Revival estate in Pittsburgh's Highland Park, blends historic grandeur with modern amenities across 5 levels of living space. The home's striking curb appeal, steep roof lines, intricate wood trim, & a classic wrap-around porch. Featuring exceptional craftsmanship, the 1902 residence includes original hardwood floors, stained & leaded glass, 8 fireplaces, and a concealed elevator. Located n "Millionaire's Row", offers a formal layout ideal for entertaining, complemented by a wellness-focused lower level with a sauna & hot tub. Upgrades include a new roof and electrical. This estate combines rare, historic character with luxury, turn-key living.

944 N Sheridan Avenue, Highland Park

Listing courtesy of EXP REALTY LLC.

$450,000
6 Beds ⋅ 3 Baths
Prime Location - Brick foursquare right at Bryant St in Highland Park. Many updates made & now it is ready for your personal touches. This home has six spacious bedrooms - 4 on the 2nd floor and 2 on the 3rd floor. There is a half bath on the first floor and 2 full bathrooms.one on the second floor and one on the third floor. Original Hardwood floors. Original woodwork, staircase, & beautiful stained glass windows. Original mantels and decorative fireplaces. 2 off street parking spots plus a deck in the back yard. 1st floor laundry. Newer mechanical items New furnace and AC 2024. Box Gutters 2018, sewer line 2016. Roof 2013, Replacement windows 2018. Fenced yard. 3 blocks from the Park. On the bus line to Oakland and Downtown. Around the corner from the Bryant Street restaurants. Just 3 blocks from the park.

1135 N Saint Clair, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$33,500
3 Beds ⋅ 2 Baths
Attention investors & rehabbers! Spacious 3BR / 1.5BA single-family home in Lincoln-Lemington-Belmar offering approx 1,384 sq ft & solid bones. Functional floor plan w/full basement, generous room sizes, & sizable lot. Property needs cosmetic & system updates—ideal value-add, fix-and-flip, or buy-and-hold rental opportunity. AS-IS sale. Convenient to public transit, neighborhood amenities, & a growing retail and dining corridor. Strong rental demand, cash-flow potential, and long-term upside.

1303 Olivant St, Highland Park

Listing courtesy of JANUS REALTY ADVISORS.

$75,000
Rare development opportunity in coveted Highland Park. This level St. Marie Street parcel offers a manageable footprint for new construction in one of the East End’s most active residential corridors. Surrounded by established homes and ongoing development, it’s an ideal opportunity for builders or future homeowners seeking an urban infill site with unbeatable convenience. In close proximity to Highland Park proper, East Liberty shops & businesses, and Bakery Square. Your vision awaits.

Saint Marie St, Highland Park

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$399,000
4 Beds ⋅ 2 Baths
Character & Charm describe this row house located in such a key spot in the heart of Highland Park! Natural sunlight flows in through the windows making it bright and cheerful throughout. The interior has been freshly repainted with brand new carpet. The front porch invites you into a lovely living room with a decorative fireplace and a spacious dining room leading into a cozy kitchen. From the kitchen there is access to the back porch and shed. The 2nd floor has a large primary bedroom, full bathroom, and 2 additional bedrooms. The 3rd floor offers a 4th bedroom or option for an office/den. Walkable to Highland Park and the Zoo! Easy access to Universities, Medical Centers, Shopping, Restaurants, and everything Pittsburgh has to offer

6333 Glenview Place, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$265,000
3 Beds ⋅ 1 Baths
A charming 3 bedrooms row home in Highland Park. Partial renovated top to bottom. The renovated bathroom features walking shower and and beautiful Spanish tiles. The living room features beautiful engineering hardwood floor. The kitchen includes new cabinetry and quart countertop. A fence in back yard leads to the one car garage. Located in a walkable neighborhood, close to the Highland Park business district, parks, bus stops, and just minutes from hospitals, universities, shopping, and dining.

904 N Saint Clair St, Highland Park

Listing courtesy of HOMEZU.

INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.