Shadyside Homes under $300,000

Shadyside Homes under $300,000

Welcome to Shadyside, a vibrant neighborhood nestled in the heart of Pittsburgh, Pennsylvania, within Allegheny County. Known for its charming tree-lined streets, Shadyside is a delightful blend of urban sophistication and suburban tranquility. With its rich history and diverse community, this area has become a sought-after destination for families, young professionals, and anyone looking to enjoy the best of city living.

Shadyside boasts an eclectic mix of boutiques, cafes, and restaurants that cater to every palate, making it a culinary hotspot. Whether you're grabbing a coffee at a local café or indulging in a gourmet meal, there's always something new to discover. The neighborhood also features beautiful parks and green spaces, perfect for leisurely strolls or weekend picnics with family and friends.

For those looking to call Shadyside home, you'll be pleased to know that there are charming homes available for under $300,000. These properties offer an excellent opportunity for first-time buyers or anyone seeking to invest in a thriving community. From cozy townhomes to quaint single-family residences, you’ll find a variety of options that reflect the character and charm of the neighborhood.

Shadyside's prime location provides easy access to downtown Pittsburgh, making commuting a breeze while still allowing residents to enjoy the peaceful ambiance of suburban living. With its strong sense of community, rich cultural offerings, and affordable housing options, Shadyside is truly a hidden gem waiting to be explored. Come experience the warmth and charm of Shadyside, where your dream home awaits!

Newest Shadyside Homes under $300,000

5 Bayard Rd Unit 300, Shadyside
$212,500
2 Beds ⋅ 2 Baths
Welcome home to Unit 300 at Amberson Towers, a freshly updated 2-bedroom, 2-bath condo that's truly move-in ready. Set at the front of the building, this unit gets plenty of natural light, so the rooms feel bright, open, and airy all day long. Inside, you'll find brand new carpet and fresh paint throughout, including the walls, doors, closets, ceilings, and baseboards, with new living room light fixtures adding a modern finish. The kitchen shines with a brand new gas stove, dishwasher, and refrigerator, and both bathrooms have been updated, including a main bath with a refinished tub and a stylish new vanity. The home has been fully cleared and decluttered, so you can start picturing your own furniture and style from day one. Building amenities include a fitness center, rooftop terrace, on-site laundry, on-site maintenance, and 24/7 security. Best of all, the comprehensive condo fee covers all major utilities, including gas, electric, water, and sewer, which makes monthly budgeting simple and predictable. Step outside and some of Pittsburgh's favorite places are close by. You're minutes from the boutiques, coffee shops, and restaurants along Walnut Street and Ellsworth Avenue, and the cafes and eateries on Craig Street. For fresh air, Schenley Park offers walking and biking trails, open green space, and Phipps Conservatory. The Carnegie Museums of Art and Natural History and the Carnegie Library are also nearby for arts and culture. Oakland's universities and major medical centers are just a short trip away, and public transit along Fifth Avenue makes it easy to get to Downtown and beyond. With quick routes to major Pittsburgh corridors, this location keeps shopping, dining, recreation, and commuting close at hand. Schedule your private showing today!

5 Bayard Rd Unit 300, Shadyside

Listing courtesy of RE/MAX SELECT REALTY.

825 Morewood Ave Unit G7, Shadyside
$289,900
2 Beds ⋅ 2 Baths
Enjoy an exceptionally convenient location within walking distance of Carnegie Mellon University, the University of Pittsburgh, UPMC hospitals, Fifth Avenue, libraries, dining, shopping, and public transportation, with a bus stop conveniently located right outside the building. This beautifully updated 2-bedroom, 1.5-bath residence at The Regency offers spacious one-level living with elevator access, built-in wall A/C, updated carpet and vinyl flooring, and a neutral color palette throughout. A gracious entry foyer opens to a bright, open-concept living and dining area that flows seamlessly into the fully remodeled kitchen, featuring granite countertops, a stainless steel refrigerator and dishwasher, an electric oven, and a rare gas hookup for those who prefer a gas range. The spacious primary bedroom and generously sized second bedroom offer abundant closet space, complemented by an individual storage locker. One indoor valet parking space with 24/7 service is included in the monthly HOA and one outdoor parking space is available on first-come-first-served. Residents enjoy a pet park, fitness room, beautifully landscaped courtyard, and spotless laundry facilities. The monthly HOA also covers gas heat, water, sewer, trash, internet, HD cable, common-area maintenance, roof, snow removal, and 24/7 valet service; the owner pays electric. Furniture and a grand piano are included, making this move-in-ready home an excellent opportunity in one of Shadyside most sough-after locations.

825 Morewood Ave Unit G7, Shadyside

Listing courtesy of KELLER WILLIAMS REALTY.

5 Bayard Road Unit 419, Shadyside
$225,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully updated 2-bedroom, 2-bathroom corner-unit condominium offering approximately 1,270 square feet of comfortable living space in Pittsburgh’s desirable Shadyside neighborhood. The spacious corner location provides an abundance of natural light and a welcoming open feel. The kitchen has been thoughtfully updated, while both bathrooms have been refreshed with modern finishes. New flooring throughout adds a clean, contemporary look and makes this home truly move-in ready. Residents enjoy the convenience of utilities included in the HOA fee, along with a variety of desirable building amenities including a common room and fitness center. Optional indoor parking is also available. Ideally located near UPMC Shadyside, public transportation, shopping, restaurants, and the many attractions of Shadyside, this condominium offers a convenient urban lifestyle in one of Pittsburgh’s established neighborhoods.

5 Bayard Road Unit 419, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

372 S Highland Ave Unit 103, Shadyside
$175,000
1 Beds ⋅ 1 Baths
Welcome home to this one-bedroom, one-bathroom condominium in the Historic Highwood Condominiums located in Shadyside. This first floor condominium offers hardwood floors in the living room and bedroom with title in the kitchen and bathroom. Condo offers a large living room and spacious bedroom with eat-in kitchen that is bright and airy. Enjoy the rooftop deck and the panoramic views. There is storage in the unit plus additional locked storage in the basement. Laundry and bike storage are in the basement. Enjoy walking to various restaurants, Ellsworth Avenue, South Highland, and Walnut Street business districts. Transportation to Pitt, CMU and Chatham is across the street.

372 S Highland Ave Unit 103, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

5 Bayard Rd Unit 714, Shadyside
$172,500
1 Beds ⋅ 1 Baths
Residence 714 at Amberson Towers offers a well-positioned ownership opportunity for anyone wanting convenient access to the University of Pittsburgh, Carnegie Mellon University, UPMC, Oakland and Shadyside. This seventh-floor residence provides approximately 880 square feet of living space with abundant natural light, generous storage and a highly connected East End location near Bakery Square, Walnut Street shopping and dining, public transportation and Downtown Pittsburgh. Monthly condominium fees include electric, gas, water, sewer and heat, bringing many everyday housing expenses into one predictable monthly payment. Residents also enjoy 24-hour secure entry, a fitness center, rooftop terrace, resident lounge and party room, guest suite, laundry facilities and on-site management. Ideal for a medical resident, university professional, graduate student, parent purchasing for a student, first-time buyer or anyone seeking a low-maintenance Pittsburgh residence, Unit 714 offers the flexibility to move in now and personalize the home over time. To make the path to ownership even more compelling, the seller is offering an incentive toward the buyer’s allowable closing costs and prepaid expenses. Vacant and available for quick move-in.

5 Bayard Rd Unit 714, Shadyside

Listing courtesy of SAGE REAL ESTATE SERVICES.

5 Bayard Rd Unit 514, Shadyside
$177,500
1 Beds ⋅ 1 Baths
Welcome to 5 Bayard Road, Unit 514, in the heart of Shadyside! This beautifully renovated one-bedroom, one-bath condo offers a spacious floor plan with everything brand new, including all-new flooring, a stunning new kitchen, and a completely updated bathroom. The bright, open living space is filled with natural sunlight and offers plenty of storage throughout. Enjoy the convenience of being within walking distance to Shadyside’s many shops, restaurants, and amenities. The monthly condo fee includes all utilities, along with 24-hour security and common laundry facilities on every floor. Residents also enjoy an impressive array of amenities, including a party room, exercise room, guest apartment, rooftop deck, and a large patio complete with a grill—everything you need for comfortable, convenient

5 Bayard Rd Unit 514, Shadyside

Listing courtesy of RE/MAX HOME CENTER.

5 Bayard Rd Unit 412, Shadyside
$300,000
3 Beds ⋅ 2 Baths
Rare opportunity for a beautifully updated 3BR/2BA condo in desirable Amberson Towers! This hard-to-find 3-bedroom floor plan offers spacious, flexible living. Fully renovated bathrooms, hardwood flooring throughout, ceiling lights in every room, and an updated kitchen featuring stainless steel appliances, real wood cabinetry, brand new backsplash and abundant storage. Large primary bedroom with generous closet space plus two additional well-sized bedrooms offer flexibility for guests, home office, study or hobby space. Bright, spacious living and dining areas with abundant natural light. Enjoy low-maintenance living with 24-hour security and on-site management. Amenities include fitness room, rooftop deck, patio, party room, guest accommodations, storage and laundry facilities. Monthly fee includes utilities. Prime Shadyside location near Pitt, CMU, UPMC, hospitals, museums, parks, Walnut St, dining and public transportation. A rare combination of space, updates, flexibility and location!

5 Bayard Rd Unit 412, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

5 Bayard Rd Unit 618, Shadyside
$235,000
2 Beds ⋅ 2 Baths
This corner unit has wonderful light with windows on 2 sides and large windows in the living room. It offers a bright and airy retreat. The interior features a clean, modern aesthetic with neutral walls throughout. It has an updated kitchen complete with granite countertops, stainless steel appliances, and a large pantry for ample storage. An expansive, living and dining area provides incredible versatility, offering plenty of space for a home office, a chair by the corner windows for reading, a full dining set for hosting game nights, and a large-screen media setup. This sense of space extends to the primary bedroom, which comfortably accommodates a king-sized bed, dressers, and a desk, all supported by generous closet space throughout the unit, and an updated ensuite bathroom with a walk-in shower. The second bedroom is also of generous size for bed and dressers. Life at Amberson comes with an impressive suite of amenities, highlighted by a massive, playing-field-sized patio perfect for setting up badminton nets or enjoying a cookout at the provided grills. For even more dramatic views, head to the rooftop deck to soak in the sun and enjoy a spectacular 360-degree panorama of the city. Residents also benefit from a workout room, a community room, and the convenience of laundry facilities on both the residential floor and the lower level. Assigned indoor and outdoor parking is available for a fee. Providing ultimate peace of mind and simplified budgeting, the comprehensive HOA fee covers all major utilities—gas, electric, water, and sewer—as well as common area maintenance and contributions to the reserve funds.

5 Bayard Rd Unit 618, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

5 Bayard Rd Unit 910, Shadyside
$182,000
1 Beds ⋅ 1 Baths
Welcome to Unit 910 at 5 Bayard Road, a rare oversized one-bedroom, one-bath condo, approximately 844 square feet, among the larger one-bedroom layouts in the building. Bright and inviting, the open living and dining area is filled with natural light from large windows with pleasant city views. The kitchen offers ample cabinetry and workspace, and the bedroom is generously sized with great closet space. The HOA fee covers water, sewage, gas, electric, heating, air conditioning, building insurance, common area and exterior maintenance, snow removal, trash, and professional management. Building amenities include secure entry, 24-hour front desk, fitness center, rooftop deck, party room, guest suites, and on-site management. Steps to Walnut Street shops and dining, and minutes to Pitt, CMU, UPMC, Bakery Square, and Downtown.

5 Bayard Rd Unit 910, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

5321 Fifth Avenue Unit 5, Shadyside
$275,000
1 Beds ⋅ 1 Baths
Charming and full of character, this spacious two-story, one-bedroom condo in the heart of Shadyside offers the perfect blend of style and convenience. Featuring hardwood floors throughout, soaring high ceilings, and stunning original woodwork and trim, the home is filled with warmth and tons of natural light. The generous living room showcases a beautiful decorative fireplace and opens to a private balcony—ideal for relaxing or entertaining. The updated kitchen is complete with white cabinetry and new sleek quartz countertops. Upstairs, you’ll find a versatile loft space perfect for additional living or a flex area, along with a large bedroom featuring a skylight and custom closet. A full bath and dedicated office space complete the upper level. Additional amenities include off-street parking, onsite laundry, and a private storage locker. Ideally located just steps from Walnut Street’s shops and restaurants, Mellon Park, and major hospitals and universities—this is city living at its best. **Second floor has exterior hallway access for moving/day to day purposes w/out using spiral staircase

5321 Fifth Avenue Unit 5, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

5 Bayard Road Unit 309, Shadyside
$214,250
2 Beds ⋅ 2 Baths
Live Where Pittsburgh Comes Alive — Amberson Towers, Unit 309! In the heart of Shadyside, this spacious, one of a kind, 2-bed, 2-bath condo blends comfort, style, and unbeatable convenience. Recently refreshed for its next owner. Step into a warm, thoughtfully designed living space perfect for relaxing, entertaining, or working from home. Amberson Towers offers top-tier amenities: fitness center, rooftop terrace with city views, stylish lounge, laundry, 24/7 security and on-site maintenance, everything you need, right where you live! Outside, enjoy tree-lined streets, historic charm, and walkable access to top universities, hospitals, boutique shopping, parks, stadiums, and Downtown Pittsburgh. Shadyside’s vibrant energy and timeless appeal make this location truly special. Whether you're investing, downsizing, or finding your next home, Unit 309 is your chance to own in one of the city’s most dynamic, connected neighborhoods. Experience the best of Pittsburgh living!

5 Bayard Road Unit 309, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

5 Bayard Rd Unit 706, Shadyside
$174,900
1 Beds ⋅ 1 Baths
Welcome to this beautifully updated 1-bedroom, 1-bath condominium in the iconic Amberson Towers, ideally located in the heart of Shadyside. At approximately900 sq. ft. this home offers one of the larger one-bedroom floor plans in the building. A rare open-concept kitchen—unlike the typical enclosed kitchens in other units—flows seamlessly into the spacious living and dining area, creating an open, inviting space perfect for everyday living and entertaining. Granite countertops, ample cabinetry, and updated appliances complete the modern kitchen. The living area is filled with natural light from two large windows, creating a bright and airy atmosphere that enhances the spacious feel of the home. The generously sized bedroom offers excellent closet space and comfort. The monthly HOA fee includes electricity, gas, heat, water, and sewer, providing exceptional value and truly low-maintenance living. Residents enjoy secure entry, 24/7 security, a fitness center, party room, guest suite, laundry facilities on every floor, a rooftop deck, outdoor patio, and additional storage. Garage parking is available for a monthly fee. Ideally situated just minutes from Carnegie Mellon University, the University of Pittsburgh, UPMC hospitals, Walnut Street shopping and dining, parks, and public transportation, this move-in-ready home offers the perfect combination of space, convenience, and maintenance-free living in one of Pittsburgh’s most desirable neighborhoods.

5 Bayard Rd Unit 706, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

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