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$339,900
3 Beds ⋅ 2 Baths
Great opportunity to own a fully renovated RARE DETACHED SINGLE-FAMILY HOME in the heart of Bloomfield—offering the privacy and independence that is increasingly hard to find in one of Pittsburgh’s most walkable urban neighborhoods. No shared walls! Ideally situated just moments from both Bloomfield and Lawrenceville, this home places you within easy reach of neighborhood favorites including coffee shops, restaurants, fitness studios, grocery options, boutiques, and nightlife, while providing convenient access to Downtown Pittsburgh, the Strip District, Children's Hospital, UPMC campuses, and the 40th Street Bridge. Inside, you'll find a thoughtfully redesigned open-concept main level featuring rich hardwood flooring, exposed brick accents, reclaimed wood details, and a bright, airy layout ideal for everyday living and entertaining. The updated kitchen offers white shaker cabinetry, stainless steel appliances, ample storage, and seamless flow into the living and dining spaces. The second floor includes a spacious primary suite with a private ensuite bath, a second bedroom or home office, and the convenience of second-floor laundry. The third floor provides an additional bedroom, guest suite, flex space, or work-from-home retreat. Major improvements have already been completed, including newer roof, windows, plumbing, and electrical systems, allowing for low-maintenance ownership. Outside, enjoy a quaint fenced patio area—perfect for grilling, outdoor dining, gardening, or gathering with friends. Combining modern updates, character-filled finishes, and an unbeatable location between two of Pittsburgh's most vibrant neighborhoods, 3936 Clement Way offers the best of city living in a truly unique detached home.

3936 Clement Way, Bloomfield

Listing courtesy of COLDWELL BANKER REALTY.

$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.

$225,000
Great investment opportunity in the heart of Greenfield! This duplex is ready for its next owner and offers tremendous potential for investors or owner-occupants alike. The first-floor unit features one bedroom, one full bath, a kitchen, and a versatile bonus room. The spacious upper unit offers a large bedroom, oversized kitchen, living room, and dining room, while the third floor provides a second bedroom with vaulted ceilings. Additional highlights include a charming front porch, driveway, and detached garage. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property presents a fantastic opportunity on one of Greenfield's premier streets!

3908 Winterburn Avenue, Greenfield

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$199,000
**Value-Add Multifamily Opportunity – 11 Units in Pittsburgh's Up and Coming Homewood Neighborhood** Rare opportunity to acquire an 11-unit apartment building in Homewood. Located at 600 Oakwood Avenue, this vacant multifamily property presents a substantial value-add redevelopment project for experienced investors, developers, or contractors. The building is currently boarded and vacant and requires a full renovation. Significant capital improvements are needed throughout, offering the chance to reposition the asset and create a stabilized income-producing property in a strong rental market. The existing unit count provides multiple redevelopment and investment strategies, whether restoring the building as traditional apartments, pursuing workforce housing, or exploring other permitted uses subject to municipal approvals. Conveniently located near East Liberty, Homewood, Bakery Square, public transportation, major employment centers, shopping, and dining. With strong rental demand throughout Pittsburgh's East End, this property offers the potential to create substantial value through renovation and lease-up. Property is being sold as-is. Buyer responsible for conducting all due diligence regarding condition, zoning, occupancy, and redevelopment potential.

600 Oakwood St, Homewood-Brushton

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$635,000
Rare Point Breeze Opportunity! 7036 & 7038 Meade Place is an original brick duplex on a quiet cul-de-sac repaved in 2024. Two attached townhouses, ideal for owner-occupant or investor, it boasts front/rear yards, private garden, detached 2-car garage, and 2-space parking pad. Both include Guardian security. 7036 townhouse: 2 BR, office, living/dining rooms, granite kitchen (stove, fridge, disposal, dishwasher, microwave), open basement with washer/dryer, and new Carrier HVAC (2021). 7038 townhouse: 2 BR, 1 full bath, 2 half baths, finished basement office/den, dining room, living room with working fireplace and built-ins, granite kitchen (all appliances), washer/dryer, and new Carrier AC condenser (2025). Unbeatable Location: 1 block to bus and neighborhood park, 0.75 mi to Bakery Square & Google, 2.5 mi to CMU, and 3 mi to Pitt/UPMC. Enjoy nearby Shadyside & East Liberty retail, Whole Foods, Giant Eagle, Trader Joe's, LA Fitness. Convenient city living at its finest!

7036-7038 Meade Pl, Point Breeze

Listing courtesy of SELL YOUR HOME SERVICES.

$110,900
3 Beds ⋅ 2 Baths
Excellent opportunity to buy a split level home in an area that has few of them. This 3 bedroom split level home has spacious rooms, hardwood floors, oversized integral garage and more. This is a solid brick house that needs some TLC to be the grand house it was and is meant to be. Once the house is re-finished the way it should be, the house will have great resale value.

2525 Webster Ave, Hill District

Listing courtesy of CROWN REAL ESTATE & MANAGEMENT SYSTEMS INC.

$184,900
1 Beds ⋅ 1 Baths
Welcome to Amberson Towers Condominium in the heart of Shadyside! This upscale high-rise offers the perfect blend of convenience, comfort, and flexibility—whether you're ready to move right in or add your own personal touch. Unit 215 boasts boats plenty of natural light, updated kitchen and bath and a bonus room with a murphy bed that can be used as an office, guest room or dining room. Ideally located, you’re just minutes away from Carnegie Mellon University, the University of Pittsburgh, and renowned local hospitals, as well as the popular dining spots and vibrant shopping that Shadyside has to offer. Amberson Towers delivers a full-service lifestyle with exceptional amenities, including 24/7 security, a fully staffed management office with an on-site property manager, a well-equipped fitness center with streaming TV, a spacious party room, a guest suite, and a library. Parking options include three levels of indoor garage spaces (available for a fee) along with limited outdoor parking. Plus, the monthly HOA fee provides outstanding value by covering all utilities, building maintenance, and security. Everything you need is right at your door!

5 Bayard Rd Unit 215, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$409,900
3 Beds ⋅ 2 Baths
This extensively renovated 3 bedroom, 2 bath home features major updates, including a new roof, new water heater, and newer HVAC system. Inside, you’ll find brand new bathrooms and a designer kitchen featuring high end soft-close dovetail cabinets, quartz countertops, and brand new stainless-steel appliances. Ideally located in Lower Lawrenceville, just minutes from Butler Street’s restaurants, coffee shops and boutiques, the Strip District, UPMC Children’s Hospital, and Downtown Pittsburgh. Move-in ready—schedule your showing today

352 39th St, Lawrenceville

Listing courtesy of LIFESPACE REAL ESTATE.

$215,000
1 Beds ⋅ 1 Baths
Experience effortless urban living at Gateway Towers, where comfort, convenience, and spectacular city views come together. This north-facing residence showcases sweeping vistas of Acrisure Stadium, PNC Park, Pittsburgh’s renowned bridges, and stunning sunset panoramas. Thoughtfully updated throughout, the condo features rich hardwood flooring, granite countertops, stainless steel appliances, and the added convenience of in-unit laundry. The spacious open-concept layout creates an inviting atmosphere for both everyday living and entertaining, while expansive windows fill the home with natural light. Residents enjoy access to an impressive selection of building amenities designed to enhance their lifestyle. A 24-hour concierge and valet parking service provide exceptional convenience and security. The beautifully landscaped courtyard offers a peaceful outdoor escape, while the resident lounge and billiards room create welcoming spaces to relax and socialize. Additional amenities include a fitness center and secure bicycle storage, making it easy to stay active and enjoy all that downtown living has to offer.

320 Fort Duquesne Blvd Unit 7G, Downtown Pgh

Listing courtesy of REALTY ONE GROUP LANDMARK.

$340,900
3 Beds ⋅ 2 Baths
Move in Ready! Recently updated, 3 -bedroom home, 1 1/2 bath, new kitchen new appliance, new lighting, new flooring, new exterior doors. Several new windows.

517 Arthur, Hill District

Listing courtesy of COLDWELL BANKER REALTY.

$225,000
1 Beds ⋅ 2 Baths
Built in 2015 with a focus on green energy efficiency. Currently a profitable, turnkey Airbnb. Bathed in natural light, the flexible main living space easily converts from a cozy bedroom to a stylish office or living room. An entire wall of thoughtfully designed storage and a full closet provide ample space for your belongings. The kitchen features quartz countertops, excellent light, a compact refrigerator/freezer, and a combined washer/dryer. The bathroom is a refreshing retreat, adorned with sparkling white tile around the tub. The cement-block basement, with impressive 9' ceilings, offers substantial storage or space for a gym. Step outside to the charming front deck and enjoy a low-maintenance zero-scaped yard with a green-ready roof. Located in the heart of Garfield, within walking distance to restaurants, art galleries, breweries, coffee shops, and UPMC Children’s Hospital. Experience the perfect blend of comfort and convenience—your tiny living dream awaits!

223 N Atlantic Ave, Garfield

Listing courtesy of Venture Home Real Estate, LLC.

$127,000
2 Beds ⋅ 1 Baths
n the heart of Oakland, where museums, libraries, renowned universities, medical centers, and some of Pittsburgh's most beloved restaurants all converge, University Square offers a rare opportunity to enjoy the energy of city living with the ease of a thoughtfully managed community. Unit 221 is a beautifully maintained two-bedroom residence highlighted by one of the building's most sought-after amenities—a private covered balcony. Large enough for outdoor seating, it offers the perfect setting to enjoy your morning coffee, unwind at the end of the day, or simply take in the energy and activity of Fifth Avenue below.Inside, a welcoming entry foyer with a spacious walk-in storage closet creates a sense of arrival before opening into bright, comfortable living spaces designed for everyday living and entertaining alike. Parquet hardwood floors add warmth and character, while the generous living room flows seamlessly to the balcony, allowing natural light and fresh air to become part of the home's daily experience. The kitchen has been thoughtfully refreshed with white cabinetry and stainless steel appliances and opens to a dedicated dining area—a feature becoming increasingly rare in today's floor plans. Whether hosting friends, enjoying a quiet meal at home, or gathering before an evening in the city, the space feels both practical and inviting. Both bedrooms are generously sized, offering flexibility for guests, work-from-home needs, or simply room to spread out. The primary bedroom features a large walk-in closet, while the updated bath offers clean, timeless finishes. Individual heating and cooling units throughout the home allow for personalized comfort in every season. Life at University Square extends well beyond your front door. Residents enjoy secure building access, 24-hour valet service, free laundry facilities, guest parking, designated storage unit and a beautifully landscaped courtyard tucked behind the building. With gathering spaces, grills, and mature landscaping, it's the perfect place to relax with neighbors, entertain visitors, or simply enjoy a little sunshine without leaving home. As a cooperative community, University Square offers a low-maintenance lifestyle with all real estate taxes and utilities included in the monthly fee, providing a unique opportunity to enjoy one of Pittsburgh's most dynamic neighborhoods in a way that is both convenient and approachable. Just outside your door, Oakland's cultural institutions, universities, hospitals, parks, and restaurants create an environment unlike anywhere else in the city.

4601 Fifth Unit 221, Oakland

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$1,170,000
8 Beds ⋅ 4 Baths
Enjoy over 5,000 square feet of exceptional living space in the heart of Pittsburgh's beloved Squirrel Hill neighborhood! This massive property places you moments away from universities, hospitals, Schenley Park, and the bustling business district. Boasting a classic Craftsman style with a roof installed in the last few years (2022), this versatile building is a rare find. This home is divided into two living quarters featuring central air, newly updated bathrooms, newer LVP flooring almost throughout, fresh paint, and newer kitchen appliances. The upstairs kitchen is all brand new - from flooring to appliances to cabinets to backsplash. All of the bedrooms are large with ample closet spaces. Plus it has skylights that bathe the area in natural light. Step outside to a level green-space perfect for play or outdoor entertaining, plus a freshly stained deck right off the first-floor kitchen. A detached two-car garage provides ease for your vehicles. No more cleaning off snow!

1900 Wightman Street, Squirrel Hill

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,170,000
Prime investment opportunity in the heart of Squirrel Hill. Exceptional 5185 square foot duplex! This versatile property offers an unbeatable location just minutes from universities, hospitals, Schenley Park, the parkway, and the Squirrel Hill business district. It’s a perfect property for living in one unit and renting out the other or utilizing purely as a high-yield, turnkey investment. The upper unit features a brand-new kitchen complemented by beautiful skylights that flood it with natural light, and fully updated baths. The spacious first-floor unit boasts an expansive sun porch, a finished basement space, a new bathroom, and newer kitchen appliances. Step outside to a rear deck off the first-floor unit, perfect for relaxing. Both units feature brand-new LVP flooring almost entirely throughout their spacious layouts and a fresh coat of paint. The roof was replaced in 2022! Complete with a rare, two-car detached garage for your personal vehicles or additional rental income, this Pittsburgh gem is a must-see.

1900 Wightman Street, Squirrel Hill

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$234,900
4 Beds ⋅ 2 Baths
Well-built and spacious 4-bedroom home in Greenfield. The first floor features a large formal entry that leads to the open living room with recessed lighting, powder room, and the dining room is just off the kitchen. The kitchen provides access to the large rear deck where you can enjoy your morning coffee. Three spacious bedrooms and a full bath on the second floor with ample closet space and views of the city skyline. The third floor has the 4th bedroom, which could be used as an office, gaming room, crafting room, or for storage. Full basement with a walk-out to the rear yard. Covered front porch and a fenced-in yard. Wonderfully located and within minutes to downtown, Oakland, Schenley Park, Squirrel Hill, universities, and hospitals. Move right in, and enjoy Greenfield living at it's finest!

4218 Winterburn Avenue, Greenfield

Listing courtesy of INTEGRITY PLUS REALTY.

$2,050,000
3 Beds ⋅ 4 Baths
Welcome to 1920 Waterfront Place, a stunning, modern brownstone in the heart of the Strip District. This four-level home offers 3 bedrooms, 3 full baths, and 1 half baths, beginning with a versatile entry-level flex space, a full bath, and a 2-car garage with elevator access to every floor. High-gloss, marble-look porcelain tile flows continuously across all four levels, creating a seamless and ultra-luxurious feel that is as durable as it is beautiful. The main floor is an entertainer's dream, anchored by a dramatic floor-to-ceiling book-matched marble-style accent wall that frames a recessed media console and sleek linear fireplace, flanked by contemporary vertical wood slat paneling that adds warmth and architectural depth. The open-concept kitchen features a grand dark-base center island with a pristine white countertop and bar seating, floor-to-ceiling white shaker cabinetry with elegant crown molding, and integrated black-stainless KitchenAid appliances including an oversized French-door refrigerator, wall oven, cooktop with a modern hood, and a built-in wine cooler. The second floor offers a spacious owner's suite with a spa-like bath, a second bedroom with its own bath, and convenient laundry. Entertaining reaches new heights on the fourth-floor lounge, complete with a custom wine bar, a premium combination freezer-refrigerator, a second linear fireplace, and wall-to-wall glass sliders that open onto a private terrace showcasing breathtaking views of the Downtown Pittsburgh skyline. Just steps from the shops, restaurants, Cultural District, and Riverfront Trail, this home is the perfect blend of modern luxury and city convenience.

1920 Waterfront Pl, Downtown Pgh

Listing courtesy of KELLER WILLIAMS REALTY.

$117,000
1 Beds ⋅ 1 Baths
City living has never felt more convenient! Perfectly positioned in Chatham Towers at 112 Washington Place, this studio-style one-bedroom condo offers an incredible Downtown Pittsburgh location just steps from PPG Paints Arena, Duquesne University, UPMC Mercy, hotels, restaurants, coffee shops, entertainment, public transportation, and the energy of the city. Whether you are looking for a low-maintenance city residence, a weekday retreat, or a smart alternative to renting, this condo delivers comfort, convenience, and unbeatable walkability. Inside, the open studio-style layout offers flexibility for living, dining, sleeping, and working from home. Newer flooring adds a fresh, modern feel, while the in-suite laundry is a rare and valuable feature for downtown condo living. The full bath, storage area, and efficient layout make everyday living easy. Chatham Towers offers a secure, pet-friendly building with 24-hour security, lovely outdoor common space, and parking available for a fee. The HOA includes heat, central air, water, sewage, trash, common area maintenance, and building amenities, creating a truly low-maintenance lifestyle in the heart of Pittsburgh. One cat or one small dog permitted, subject to building size requirements. An ideal opportunity to enjoy the best of Downtown Pittsburgh with the ease, security, and convenience buyers want most.

112 Washington Place Unit 7B, Downtown Pgh

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$799,000
4 Beds ⋅ 4 Baths
Live in one of the most trendy neighborhoods in Pittsburgh! Be a part of your own product! Work directly with builder to make some last minute decisions before completion! 1 Covered Deck off of the Kitchen to enjoy breakfast and your morning coffee and a Rooftop Deck to really relax and absorb the breathtaking views. Layout is as follows: Street Level- Garage, Entry, Bedroom, and Full Bath. 1st Level- Living Room, Kitchen, 1/2 Bath, and Covered Deck. 2nd Level- Master Bedroom with Walk in Closet and En Suite Bathroom, 2 Additional Bedrooms, Additional Full Bath, and Laundry Room. 3rd Level- Attic- additional unfinished space that could be used for storage, gym, playroom, etc. and a Roof Top Deck. This will be a stunner in one of the most convenient locations in the city! Dont miss out! Create the home of your dreams!

3439 Denny St, Lawrenceville

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,199,000
3 Beds ⋅ 4 Baths
Discover luxury newer construction at 5133 Fifth Avenue in Shadyside, Pittsburgh's most prestigious neighborhood. Completed in 2023, this approximately 3,099-square-foot townhome features a private elevator accessing all three floors, an open floor plan, and high-end finishes throughout. The gourmet kitchen boasts Miele appliances and custom cabinetry. The living space anchors around a built-in fireplace with custom tile surround. Sonos built in speakers and the TV create an elevated entertainment space. The primary suite offers a Juliet balcony, 110-square-foot custom walk-in closet, and spa-like bath with soaking tub and walk-in shower. A dedicated office with built-ins and two guest rooms occupy the third floor, providing complete separation from the primary suite. Additional features include Sonos sound system, two-car garage, and a prime Shadyside location steps from museums, restaurants, fine dining, shopping, parks, Carnegie Mellon University, and the University of Pittsburgh. One of the few new construction homes in this established neighborhood.

5133 5th Avenue, Shadyside

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$519,000
3 Beds ⋅ 3 Baths
Rare Opportunity: Stunning Townhouse on a Private Road in Shadyside Discover this exceptional townhouse, nestled in a private community in one of Shadyside’s most desirable pockets. Offering the perfect blend of privacy and convenience, it sits tucked away amid mature trees yet remains just steps from the neighborhood’s vibrant shops, dining, and amenities. Key Features Include: • Ground Level: An extra-long two-car garage with abundant storage space, plus a dedicated dry storage room. • Main Living Level: An inviting living room, elegant formal dining room, fully equipped kitchen, casual breakfast dining area, and a convenient powder room. • Second Floor: A spacious primary suite featuring an en-suite bathroom and generous walk-in closet, a secondary bedroom, a full hallway bathroom, and a laundry closet equipped with a washer and dryer. • Third Floor: A versatile third bedroom, ideal for guests, a home office, or additional living space. This beautifully designed home boasts abundant storage throughout—including multiple closets and pantry space—along with expansive windows that flood the interior with natural light. Surrounded by lush greenery, it delivers a serene, secluded atmosphere while maintaining effortless access to everything Shadyside has to offer. A truly rare find—schedule your private showing today!

9 Graham Pl, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP.

$2,225,000
5 Beds ⋅ 4 Baths
This exquisite home located on the corner of Aylesboro and Murray contains every amenity for the modern eye. Steeped in old world charm , this residence is filled with with burnished wood,leaded and stained glass windows,expansive room sizes, new gourmet cooks kitchen that opens up to a cozy family room, side veranda,rare three car garage, flat large backyard, master en suite with new bath and tons of storage, completely finished lower level,lush landscaping and light filled rooms

5800 Aylesboro Avenue, Squirrel Hill

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$399,900
3 Beds ⋅ 3 Baths
Ideally located in the heart of Squirrel Hill, this classic brick townhouse offers easy access to universities, hospitals, shopping, dining, and parks. The spacious floor plan features generous living and dining areas, a gas fireplace, a cozy sunroom, breakfast nook, and the convenience of a main-floor powder room. Upstairs, you'll find spacious bedrooms and a versatile flex space tucked away off one of the bedrooms—perfect for working from home. The partially finished lower level adds even more living space with a full bath and an additional room ideal for a home office, guest space, or hobby area. Major updates include a newer roof, updated electrical service, newer gas line, high-efficiency boiler, central A/C, newer water heater, and an EV-ready detached garage. Enjoy outdoor living on the large deck overlooking the backyard. With significant mechanical updates already completed, this home offers the rare opportunity to personalize the finishes while enjoying peace of mind in one of Pittsburgh's most sought-after neighborhoods.

6358 Morrowfield Avenue, Squirrel Hill

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.

$400,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated home tucked away on a quiet dead-end street at the edge of Upper Lawrenceville. Offering the perfect blend of city convenience and private outdoor space, this property provides an excellent opportunity to enjoy one of Pittsburgh's most desirable neighborhoods without sacrificing parking or yard space. Recent improvements have transformed the home with fresh paint throughout, new luxury vinyl plank flooring, new wall-to-wall carpeting, and an updated kitchen designed for both everyday living and entertaining. The bright, inviting interior offers comfortable living spaces while maintaining the character and charm that make city homes so appealing. Outside, the freshly painted white brick exterior creates striking curb appeal, while the private yard provides space for pets, gardening, or relaxing outdoors. The driveway offers off-street parking for two vehicles—an increasingly rare find in the Lawrenceville area. The lower level features a separate entrance and offers flexibility for a guest suite, home office, studio space, or potential income-producing opportunity. Conveniently located just minutes from Route 28, Downtown Pittsburgh, hospitals, universities, and the vibrant restaurants, coffee shops, and boutiques that make Lawrenceville one of the city's most sought-after neighborhoods.

6026 Sawyer, Lawrenceville

Listing courtesy of RE/MAX SELECT REALTY.

$56,300
3 Beds ⋅ 1 Baths
Welcome to 3341 Webster St., Pittsburgh, PA 15219! This end-unit row home offers plenty of potential for an owner-occupant, investor, or anyone looking for their next renovation project. Conveniently located in Pittsburgh's Hill District, this property provides easy access to Downtown Pittsburgh, Oakland, major universities, hospitals, public transportation, and several major roadways, making commuting throughout the city simple and convenient. The main level features a comfortable living room, kitchen, and access to a small fenced yard that offers outdoor space for relaxing, pets, or gardening. Upstairs, you'll find three bedrooms and a full bathroom. The lower level includes a partially finished basement, a second full bathroom, a newer furnace, and a hot water tank in good working condition, providing additional living space, storage, or future value-add opportunities. With its desirable city location and proximity to employment centers such as University of Pittsburgh, Carnegie Mellon University, and Downtown Pittsburgh, this property presents strong potential as a rental, long-term investment, renovation project, or personal residence. Enjoy quick access to dining, entertainment, sporting events, cultural attractions, and everything the city has to offer. A great opportunity to add value in a location that continues to see ongoing development and investment.

3341 Webster Ave, Schenley Heights

Listing courtesy of JANUS REALTY ADVISORS.

$795,000
2 Beds ⋅ 2 Baths
Springfield Lofts - the latest exclusive condo development in Pittsburgh's most thriving, rapidly expanding, Manhattan-like neighborhood - The Strip District. Development SOLD-OUT prime developer's unit now available! One of the best condos in the building with every upgrade. 2 DEEDED COVERED PARKING SPACES INCLUDED, LARGEST DEEDED PRIVATE STORAGE ROOM UPGRADE INCLUDED. This historic building underwent a complete renovation w/new mechanicals & finishes. Nestled conveniently between The Strip & Lawrenceville, there are only 14 incredibly unique condos. Loft 6 is one of the most premium units in the building at 60' wide! Massive open entertaining space has wow factor upon entry. 2nd floor DOUBLE CORNER UNIT w/NW exposure. Boasts a significant amount of natural light! 12ft ceilings, 4x7 exterior balcony, 2 walk-in-closets, in-unit full size washer/dryer, 8ft windows, open kitchen w/high end cabinetry, under cabinet lighting, cooktop w/hood-vent to exterior, exotic granite, quality wooden blinds. Upgrade available for EV charging.

3080 Smallman St Unit 6, Downtown Pgh

Listing courtesy of COLDWELL BANKER REALTY.

$299,000
2 Beds ⋅ 2 Baths
Enjoy a lifestyle of ease in historic Hampton Hall, a unique condominium building in the heart of Oakland. This spacious 2-bedroom, 2-bath unit offers abundant natural lighting, a charming original decorative fireplace, adorable built-ins to maximize space functionality, & shining parquet hardwood floors. Large living & dining rooms can accommodate many guests for dinner parties; kitchen has eat-in breakfast bar, ample countertop space, & plenty of cabinetry. Excellent closet space in both capacious bedrooms. Completely move-in ready! Heat, water/sewer/trash, & common area insurance are all included in one monthly fee, & one assigned parking space in a secure lot is also included! Owner pays only electric, making this choice a simple one for streamlined living. Ideal for professors/researchers & medical professionals, this home is situated at the zenith of Pittsburgh's hospitals & universities. Step out your front door to find yourself 5 minutes or less from the Carnegie Museums of Art & Natural History, Carnegie Library, Cathedral of Learning, University of Pittsburgh & Carnegie Mellon campuses, & the lively Craig Street business district with multiple restaurants & shops. Also under 10 minutes to Shadyside Hospital & UPMC Presbyterian Hospitals; Phipps Conservatory; Shadyside's eateries & stores on Walnut Street; Squirrel Hill's Forbes/Murray offerings; the lively & trendy Strip District; cultural Downtown Pittsburgh; & numerous parks & trails for hiking, biking, & enjoying nature. Moments from North Shore stadiums & PPG Paints Arena, for your concert or sporting event pleasure. Public transport practically at your doorstep. Although positioned in a mecca of Pittsburgh, this building is unusually quiet & peaceful inside. The impressive lobby is ornate & rich with history, & street parking is very easily available. If you wish to avoid the hectic whirlwind of constant home maintenance; this home provides a simplistic & pleasurable existence, without multiple utility bills & constant upkeep. Join the community of Hampton Hall, & turn your effortless homeownership vision into a reality.

166 N Dithridge St Unit 2A, Oakland

Listing courtesy of RE/MAX SELECT REALTY.

$195,000
Exceptional investment opportunity! This well-maintained duplex, built in 1940 and proudly owned by the same family for generations, offers both historic charm and dependable rental income. The property features hard wood flooring on the main level and consists of two units, each offering two bedrooms and one full bathroom. Both units are fully leased, with a long-term tenant occupying the upper unit and the lower unit leased through 2026.

806 Inwood St, Homewood-Brushton

Listing courtesy of RE/MAX SELECT REALTY.

$1,195,000
6 Beds ⋅ 4 Baths
A rare Shadyside masterpiece where timeless architecture, modern luxury, and an unbeatable city lifestyle come together in unforgettable fashion. Perfectly positioned on a prominent corner lot, this Luxury residence makes a statement from the moment you arrive, offering the character buyers dream of, the updates they demand, and the outdoor living that is nearly impossible to find in the heart of the city. Step inside and prepare to be captivated by the original woodwork, rich architectural details, soaring ceilings, hardwood floors, and stunning stained-glass windows that fill the home with warmth, charm, and history. Every room tells a story, yet the home lives beautifully for today. The main level is designed to impress, with gracious living spaces, incredible scale, and a grand kitchen that serves as the heart of the home. French doors open to a screened-in porch, creating an effortless connection between indoor and outdoor living. Beyond that, enjoy a perfectly sized yard and one of the most extraordinary features in Shadyside, an unbelievable rooftop deck above the 2-car garage. Private, elevated, and completely unexpected, this outdoor space is ideal for entertaining, relaxing, dining under the stars, or enjoying a quiet city escape. The second floor offers a gorgeous primary suite that feels refined, private, and luxurious. The newly renovated primary bath is spectacular, featuring a soaking tub, oversized shower, and a spa-like design that elevates everyday living. Second-floor laundry adds convenience exactly where you want it. With 6 bedrooms total, this home offers incredible flexibility for family, guests, offices, fitness, creative space, or extended stays. The third floor includes 4 additional bedrooms and a full bath, creating a rare level of space and function. The finished lower level adds even more lifestyle appeal with a game room and TV/movie room, perfect for movie nights, entertaining, or casual everyday living. The location is simply unmatched. Live minutes from Pittsburgh’s major universities, hospitals, technology centers, Bakery Square, East Liberty, Oakland, and Downtown, while enjoying the walkable charm that makes Shadyside one of the city’s most sought-after neighborhoods. Stroll to Walnut Street for boutique shopping, coffee, dining, and neighborhood favorites, then return home to a property that feels private, gracious, and truly special. This is not just a beautiful Shadyside home. This is the one buyers wait for with historic character, modern luxury, rare outdoor living, a 2-car garage, and an address that delivers the very best of Pittsburgh living.

601 Emerson St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,250,000
6 Unit apartment building in the process of a total renovation. There are two units to each level. Each have 1 bedroom, 1 bath, kitchen, Livingroom with front or rear access. Off street parking in the rear. Located in Greenfield with a quick commute to the city!

616-618 Montclair St, Greenfield

Listing courtesy of KELLER WILLIAMS REALTY.

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